Hydrochloric Acid → 7-[3-Amino-4-(2,4,5-trifluoro-phenyl)-butyryl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine-1-carboxylic acid 1-isopropoxycarbonyloxy-ethyl ester hydrochloride

HRID 221503ノート

反応式

HRID 221503 の反応式
[CH:1]([O:4][C:5]([O:7][CH:8]([O:10][C:11]([C:13]1[N:14]=[C:15]([C:44]([F:47])([F:46])[F:45])[N:16]2[CH2:21][CH2:20][N:19]([C:22](=[O:43])[CH2:23][C@H:24]([NH:35]C(OC(C)(C)C)=O)[CH2:25][C:26]3[CH:31]=[C:30]([F:32])[C:29]([F:33])=[CH:28][C:27]=3[F:34])[CH2:18][C:17]=12)=[O:12])[CH3:9])=[O:6])([CH3:3])[CH3:2].[ClH:48]>C(OCC)(=O)C>[ClH:48].[CH:1]([O:4][C:5]([O:7][CH:8]([O:10][C:11]([C:13]1[N:14]=[C:15]([C:44]([F:45])([F:46])[F:47])[N:16]2[CH2:21][CH2:20][N:19]([C:22](=[O:43])[CH2:23][C@H:24]([NH2:35])[CH2:25][C:26]3[CH:31]=[C:30]([F:32])[C:29]([F:33])=[CH:28][C:27]=3[F:34])[CH2:18][C:17]=12)=[O:12])[CH3:9])=[O:6])([CH3:2])[CH3:3].[ClH:48].[CH:1]([O:4][C:5]([O:7][CH:8]([O:10][C:11]([C:13]1[N:14]=[C:15]([C:44]([F:45])([F:46])[F:47])[N:16]2[CH2:21][CH2:20][N:19]([C:22](=[O:43])[CH2:23][CH:24]([NH2:35])[CH2:25][C:26]3[CH:31]=[C:30]([F:32])[C:29]([F:33])=[CH:28][C:27]=3[F:34])[CH2:18][C:17]=12)=[O:12])[CH3:9])=[O:6])([CH3:2])[CH3:3]

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 59548960(R)-7-[3-tert-butoxycarbonylamino-4-(2,4,5-trifluoro-phenyl)-butyryl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine-1-carboxylic acid 1-isopropoxycarbonyloxy-ethyl ester

生成物 2

HCID 44194527(R)-7-[3-Amino-4-(2,4,5-trifluoro-phenyl)-butyryl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine-1-carboxylic acid 1-isopropoxycarbonyloxy-ethyl ester hydrochlorideHCID 749472057-[3-Amino-4-(2,4,5-trifluoro-phenyl)-butyryl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine-1-carboxylic acid 1-isopropoxycarbonyloxy-ethyl ester hydrochloride収率 91.2%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒2 回

実験手順

(R)-7-[3-tert-Butoxycarbonylamino-4-(2,4,5-trifluoro-phenyl)-butyryl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine-1-carboxylic acid 1-isopropoxycarbonyloxy-ethyl ester 37a (0.29 g, 0.43 mmol) and 5 mL of ethyl acetate were added into the reaction flask. A solution of 6.5 N hydrochloric acid in 3 mL of ethyl acetate was then added to the flask. The reaction mixture was stirred 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)-7-[3-amino-4-(2,4,5-trifluoro-phenyl)-butyryl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine-1-carboxylic acid 1-isopropoxycarbonyloxy-ethyl ester hydrochloride 37 (0.24 g, yield 91.2%) as a white solid.

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customThe resulting residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-94ab91dd77bd4ded80a72edf65ef3099
出典データセット
uspto-grants-2012_06
特許番号
US08207161B2

反応ノート

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