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

HRID 1799203

반응식

HRID 1799203 반응식
[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]

참가 물질

8

반응물 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

생성물 1

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

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매2회

실험 절차

(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)+.

후처리

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

출처 및 근거

ORD 기록
ord-b680394f819f43e796659c48df9f4f3a
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08344028B2

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