Hydrochloric Acid → (R)-3-amino-1-[1-(thiazolidine-3-carbonyl)-3-trifluoromethyl-5,6-dihydro-8H-imidazo[1,5-a]pyrazin-7-yl]-4-(2,4,5-trifluoro-phenyl)-butan-1-one hydrochloride

HRID 221464노트

반응식

HRID 221464 반응식
C(OC(=O)[NH:7][C@H:8]([CH2:32][C:33]1[CH:38]=[C:37]([F:39])[C:36]([F:40])=[CH:35][C:34]=1[F:41])[CH2:9][C:10](=[O:31])[N:11]1[CH2:16][CH2:15][N:14]2[C:17]([C:27]([F:30])([F:29])[F:28])=[N:18][C:19]([C:20]([N:22]3[CH2:26][CH2:25][S:24][CH2:23]3)=[O:21])=[C:13]2[CH2:12]1)(C)(C)C.[ClH:43]>C(OCC)(=O)C>[ClH:43].[NH2:7][C@H:8]([CH2:32][C:33]1[CH:38]=[C:37]([F:39])[C:36]([F:40])=[CH:35][C:34]=1[F:41])[CH2:9][C:10]([N:11]1[CH2:16][CH2:15][N:14]2[C:17]([C:27]([F:28])([F:30])[F:29])=[N:18][C:19]([C:20]([N:22]3[CH2:26][CH2:25][S:24][CH2:23]3)=[O:21])=[C:13]2[CH2:12]1)=[O:31]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 57518440HCID 57518440, 화합물

생성물 1

HCID 44194227(R)-3-amino-1-[1-(thiazolidine-3-carbonyl)-3-trifluoromethyl-5,6-dihydro-8H-imidazo[1,5-a]pyrazin-7-yl]-4-(2,4,5-trifluoro-phenyl)-butan-1-one hydrochloride수율 75%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

(R)-[3-oxo-3-[1-(thiazolidine-3-carbonyl)-3-trifluoromethyl-5,6-dihydro-8H-imidazo[1,5-a]pyrazin-7-yl]-1-(2,4,5-trifluoro-benzyl)-propyl]-carbamic acid tert-butyl ester 20a (0.15 g, 0.24 mmol) was added to a solution of 2.2 N hydrochloric acid in 5 mL of ethyl acetate. The reaction mixture was reacted at room temperature for 4 hours and monitored by thin layer chromatography until the disappearance of the starting materials. The reaction mixture was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to obtain the title compound (R)-3-amino-1-[1-(thiazolidine-3-carbonyl)-3-trifluoromethyl-5,6-dihydro-8H-imidazo[1,5-a]pyrazin-7-yl]-4-(2,4,5-trifluorophenyl)-butan-1-one hydrochloride 20 (100 mg, yield 75%) as a light yellow solid.

후처리

  1. customThe reaction mixture was reacted at room temperature for 4 hours
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customThe resulting residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-f6e62adffe4d4dd6a088fed432e35a10
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08207161B2

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