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

HRID 1895644ノート

反応式

HRID 1895644 の反応式
C(OC(=O)[NH:7][C@H:8]([CH2:28][C:29]1[CH:34]=[C:33]([F:35])[C:32]([F:36])=[CH:31][C:30]=1[F:37])[CH2:9][C:10]([N:12]1[CH2:17][CH2:16][N:15]2[C:18]([C:24]([F:27])([F:26])[F:25])=[N:19][C:20]([C:21](=[O:23])[CH3:22])=[C:14]2[CH2:13]1)=[O:11])(C)(C)C.[ClH:39]>C(OCC)(=O)C>[ClH:39].[C:21]([C:20]1[N:19]=[C:18]([C:24]([F:27])([F:26])[F:25])[N:15]2[CH2:16][CH2:17][N:12]([C:10](=[O:11])[CH2:9][C@H:8]([NH2:7])[CH2:28][C:29]3[CH:34]=[C:33]([F:35])[C:32]([F:36])=[CH:31][C:30]=3[F:37])[CH2:13][C:14]=12)(=[O:23])[CH3:22]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 57518457(R)-[3-(1-acetyl-3-trifluoromethyl-5,6-dihydro-8H-imidazo[1,5-a]pyrazin-7-yl)-3-oxo-1-(2,4,5-trifluoro-benzyl)-propyl]-carbamic acid tert-butyl ester

生成物 1

HCID 44194328(R)-1-(1-acetyl-3-trifluoromethyl-5,6-dihydro-8H-imidazo[1,5-a]pyrazin-7-yl)-3-amino-4-(2,4,5-trifluoro-phenyl)-butan-1-one hydrochloride収率 57%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒2 回

実験手順

(R)-[3-(1-Acetyl-3-trifluoromethyl-5,6-dihydro-8H-imidazo[1,5-a]pyrazin-7-yl)-3-oxo-1-(2,4,5-trifluoro-benzyl)-propyl]-carbamic acid tert-butyl ester 27h (0.3 g, 0.55 mmol) was dissolved in 2 mL of ethyl acetate under stirring. A solution of 2.4 N hydrochloric acid in 5 mL of ethyl acetate was then added to the above solution. The reaction mixture was reacted at room temperature 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)-1-(1-acetyl-3-trifluoromethyl-5,6-dihydro-8H-imidazo[1,5-a]pyrazin-7-yl)-3-amino-4-(2,4,5-trifluoro-phenyl)-butan-1-one hydrochloride 27 (0.15 g, yield 57%) as a white solid.

後処理

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

出典と根拠

ORDレコード
ord-b13ca9c1aed44cf0b9f36b6410ae4aa2
出典データセット
uspto-grants-2013_08
特許番号
US08513411B2

反応ノート

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