1,2-Dichloroethane → 3-[1-(4-{(s)-2-[(Cyclopropylmethyl-amino)-methyl]-pyrrolidine-1-carbonyl}-3,5-dimethyl-1h-pyrrol-2-yl)-meth-(z)-ylidene]-4-(3-fluoro-phenyl)-1,3-dihydro-indol-2-one

HRID 1839819노트

반응식

HRID 1839819 반응식
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:16]=[CH:15][CH:14]=[C:13]3[C:9]=2/[C:10](=[CH:18]/[C:19]2[NH:23][C:22]([CH3:24])=[C:21]([C:25](O)=[O:26])[C:20]=2[CH3:28])/[C:11](=[O:17])[NH:12]3)[CH:5]=[CH:6][CH:7]=1.C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1.[CH:43]1([CH2:46][NH:47][CH2:48][C@@H:49]2[CH2:53][CH2:52][CH2:51][NH:50]2)[CH2:45][CH2:44]1>CN(C=O)C.C(Cl)Cl>[CH:43]1([CH2:46][NH:47][CH2:48][C@@H:49]2[CH2:53][CH2:52][CH2:51][N:50]2[C:25]([C:21]2[C:20]([CH3:28])=[C:19](/[CH:18]=[C:10]3\[C:11](=[O:17])[NH:12][C:13]4[C:9]\3=[C:8]([C:4]3[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[CH:3]=3)[CH:16]=[CH:15][CH:14]=4)[NH:23][C:22]=2[CH3:24])=[O:26])[CH2:44][CH2:45]1

참가 물질

7

반응물 4

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 69741373Cyclopropylmethyl-(s)-1-pyrrolidin-2-ylmethyl-amineHCID 697413865-[4-(3-Fluoro-phenyl)-2-oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid

생성물 1

HCID 599896433-[1-(4-{(s)-2-[(Cyclopropylmethyl-amino)-methyl]-pyrrolidine-1-carbonyl}-3,5-dimethyl-1h-pyrrol-2-yl)-meth-(z)-ylidene]-4-(3-fluoro-phenyl)-1,3-dihydro-indol-2-one

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매

실험 절차

To a solution of 5-[4-(3-fluoro-phenyl)-2-oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (70 mg, 0.185 mmol), EDC (70 mg, 0.37 mmol), HOBt (26 mg, 0.19 mmol) in DMF (4 mL) was added TEA (0.08 mL) and cyclopropylmethyl-(S)-1-pyrrolidin-2-ylmethyl-amine (0.05 mL, 0.37 mmol). The mixture was stirred at rt for 20 hours. The reaction was diluted with DCM, washed with water, NaHCO3, dried and concentrated. The residue was purified on a silica gel column to give the titled compound.

후처리

  1. washwashed with water, NaHCO3
  2. customdried
  3. concentrationconcentrated
  4. customThe residue was purified on a silica gel column

출처 및 근거

ORD 기록
ord-54af316cf8a645caa8e94b7e2fa8a9c1
출처 데이터셋
uspto-grants-2004_01
특허 번호
US06677368B2

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