Hydrochloric Acid → (3R)-4-Amino-3-(3-{[(3,4-dichlorophenyl)sulfonyl]amino}-4-chlorophenyl)butanoic acid

HRID 1799203

反応式

HRID 1799203 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([C@@H:9]2[CH2:13][NH:12][C:11](=[O:14])[CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8].C(N(C(C)C)CC)(C)C.[Cl:24][C:25]1[CH:26]=[C:27]([S:32](Cl)(=[O:34])=[O:33])[CH:28]=[CH:29][C:30]=1[Cl:31].Cl.Cl.NC[C@@H](C1C=CC(Cl)=C(Br)C=1)CC(O)=[O:43]>C(Cl)Cl.CN(C1C=CN=CC=1)C>[NH2:12][CH2:13][C@@H:9]([C:4]1[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([NH:1][S:32]([C:27]2[CH:28]=[CH:29][C:30]([Cl:31])=[C:25]([Cl:24])[CH:26]=2)(=[O:34])=[O:33])[CH:3]=1)[CH2:10][C:11]([OH:14])=[O:43]

参加物

8

反応物 5

HCID 313Hydrochloric AcidHCID 7383Benzenesulfonyl chloride, 3,4-dichloro-HCID 81531DiisopropylethylamineHCID 66724932(4R)-4-(3-amino-4-chlorophenyl)pyrrolidin-2-oneHCID 66725034(3R)-4-amino-3-(3-bromo-4-chlorophenyl)butanoic acid hydrochloride

生成物 1

HCID 49793116(3R)-4-Amino-3-(3-{[(3,4-dichlorophenyl)sulfonyl]amino}-4-chlorophenyl)butanoic acid

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒2 回

実験手順

(4R)-4-(3-Amino-4-chlorophenyl)pyrrolidin-2-one (0.105 g, 0.5 mmol) was dissolved in 2 mL of methylene chloride (2 mL). Diisopropylethylamine (0.14 mL, 0.75 mmol) was added followed by 3,4-dichlorobenzenesulfonyl chloride (0.134 g, 0.55 mmol) and a catalytic amount of DMAP (0.05 mmol). The mixture was stirred overnight at room temperature. The mixture was then diluted with methylene chloride (50 mL), washed with water, then brine, and concentrated to give the product, which was treated with HCl as described for the preparation of (3R)-4-amino-3-(3-bromo-4-chlorophenyl)butanoic acid hydrochloride to provide the title compound (21). MS (ESI) m/z 438.89 (M+H)+.

後処理

  1. washwashed with water
  2. concentrationbrine, and concentrated
  3. customto give the product, which

出典と根拠

ORDレコード
ord-b680394f819f43e796659c48df9f4f3a
出典データセット
uspto-grants-2013_01
特許番号
US08344028B2

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