Dichloromethane → HCID 22418011, 화합물

HRID 1720287노트

반응식

HRID 1720287 반응식
ClCCl.B(Br)(Br)Br.[CH3:8][O:9][C:10]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18]1[CH:23]=[CH:22][C:21]([CH2:24][N:25]2[C:29]3=[N:30][CH:31]=[CH:32][C:33]([CH3:34])=[C:28]3[N:27]=[C:26]2[CH2:35][O:36]C)=[CH:20][CH:19]=1)=[O:11]>CO>[OH:36][CH2:35][C:26]1[N:25]([CH2:24][C:21]2[CH:22]=[CH:23][C:18]([C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[C:10]([O:9][CH3:8])=[O:11])=[CH:19][CH:20]=2)[C:29]2=[N:30][CH:31]=[CH:32][C:33]([CH3:34])=[C:28]2[N:27]=1

참가 물질

5

반응물 3

HCID 6344Dichloromethane2회HCID 25134Boron tribromideHCID 19014342HCID 19014342, 화합물

생성물 1

HCID 22418011HCID 22418011, 화합물수율 75.5%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

50 ml (50 mmol) of a dichloromethane solution of 1M boron tribromide was added little by little dropwise to 100 ml of a dichloromethane solution of 3.3 g (8.2 mmol) of 3-[(2'-methoxycarbonyl-biphenyl-4-yl) methyl]-2-methoxymethyl-7-methyl-3H-imidazo[4,5-b]pyridine, while stirred and cooled with ice. The mixture was further stirred at a room temperature for 12 hours. Methanol was added dropwise to the product mixture, while stirred and cooled with ice, and the solvent was distilled out at a reduced pressure. The residue was mixed with water and neutralized with sodium bicarbonate. It was weakly acidified with acetic acid and decanted to remove the water. Methanol was added to the residue and distilled out at a reduced pressure. It was re-crystallized from ethanol-isopropylether to obtain 2.4 g of the intended compound.

후처리

  1. temperaturecooled with ice
  2. stirringThe mixture was further stirred at a room temperature for 12 hours
  3. stirringwhile stirred
  4. temperaturecooled with ice
  5. distillationthe solvent was distilled out at a reduced pressure
  6. additionThe residue was mixed with water and neutralized with sodium bicarbonate
  7. customdecanted
  8. customto remove the water
  9. additionMethanol was added to the residue
  10. distillationdistilled out at a reduced pressure
  11. customIt was re-crystallized from ethanol-isopropylether

출처 및 근거

ORD 기록
ord-a66d5ae5895b48429a23089bc8be30ea
출처 데이터셋
uspto-grants-1996_04
특허 번호
US05506238

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