Los Angeles ( CNN ) -- Orange is the new Brown wardrobe . Chris Brown 's lawyer was unable to persuade a Los Angeles judge to let the singer out of jail on Monday . Brown , 24 , wore an orange jail jumpsuit at court , with his mother sitting behind him , while attorney Mark Geragos argued the singer should be allowed to enter another rehab program instead of spending the next month in jail . The singer was locked up on a probation violation warrant Friday after he was booted from a court-ordered drug rehab program . Assistant District Attorney Mary Murray said Brown has already been ejected from two rehab programs in the last five months and another program should not be considered . Los Angeles County Superior Court Judge James Brandlin said he was concerned about a `` provocative '' statement counselors said Brown wrote on a card at the Malibu rehab center . `` I am good at using guns and knives , '' according to a document read in court . The rehab program told Brown to leave because of that statement and two other rules violations , the document said . Brown refused a drug test -- which his lawyer denied -- and he touched elbows with a female patient , according to the document . Brown 's next chance to get out of jail comes on April 23 when Brandlin considers if his arrest on a misdemeanor assault charge in Washington justifies keeping him locked up . There is a possibility the judge will speed up that decision so Brown can travel to D.C. for a trial on that charge . Brown 's legal troubles began five years ago , when he beat Rihanna as the two sat in a rented Lamborghini on a Hollywood street . He pleaded guilty to felony assault in June 2009 , which resulted in a sentence of five years of probation and 1,400 hours of community labor . The judge has revoked Brown 's probation twice in the past year , most recently because of his arrest on a sidewalk near the White House after he allegedly punched a man . Brown voluntarily entered a rehab program a day after being released from a Washington jail in October , but he was kicked out a few days later for `` throwing a rock through his mother 's car window '' after a family session at the center , a probation report said . Brown was upset because his mother said she wanted him to stay in treatment , the report said . `` Mr. Brown proceeded to walk outside and pick up a rock and threw it through his mother 's car window and it shattered , '' according to a letter from the rehab center included in the probation report . His probation was revoked in November , but the judge allowed him to stay out of jail by entering a 90-day anger management and drug rehab program . Although he completed that program last month , the judge had ordered him to remain a resident at the Malibu treatment facility until a hearing on April 23 . Brown 's probation officer reported at a hearing last month that the singer `` continues to make great improvement '' in dealing with anger , stress and drugs , but the judge decided he could not go free until after his trial for the assault charge in Washington on April 17 . If he is convicted in that case , the judge would decide April 23 whether Brown should complete his probation in jail . Brown has been working on a highway cleanup labor crew in Los Angeles three days a week to fulfill the 750 hours of service remaining in his probation requirements , his probation report said . At that rate , Brown could complete the labor in mid-October and possibly be free from probation requirements by the end of the year . However , the clock is stopped while Brown is locked up . CNN 's Topher Gauk-Roger and Carolyn Sung contributed to this report .
Chris Brown got booted from rehab partly for a `` provocative '' statement . Brown wears an orange jail jumpsuit in court on Monday . The singer has been tossed out of rehab twice in the past five months . Brown is on probation for the 2009 attack on Rihanna .