1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 1-[3-(3-Fluoro-phenylamino)-6,7-dimethoxy-4H-indeno[1,2-c]pyrazol-1-yl]-3-pyrrolidin-1-yl-propane-1,3-dione

HRID 1714446노트

반응식

HRID 1714446 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:20](=[CH:21][C:22]=1[O:23][CH3:24])[C:8]1[NH:9][N:10]=[C:11]([NH:12][C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[CH:14]=3)[C:7]=1[CH2:6]2.[O:25]=[C:26]([N:31]1[CH2:35][CH2:34][CH2:33][CH2:32]1)[CH2:27][C:28](O)=[O:29].CN(C)CCCN=C=NCC.O.OC1C2N=NNC=2C=CC=1.CCN(C(C)C)C(C)C>CN(C=O)C>[F:19][C:15]1[CH:14]=[C:13]([NH:12][C:11]2[C:7]3[CH2:6][C:5]4[C:20](=[CH:21][C:22]([O:23][CH3:24])=[C:3]([O:2][CH3:1])[CH:4]=4)[C:8]=3[N:9]([C:28](=[O:29])[CH2:27][C:26]([N:31]3[CH2:35][CH2:34][CH2:33][CH2:32]3)=[O:25])[N:10]=2)[CH:18]=[CH:17][CH:16]=1

참가 물질

7

반응물 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 81531DiisopropylethylamineHCID 9797370Jnj-101984092회HCID 11457817HCID 11457817, 화합물2회HCID 178526939HCID 178526939, 화합물

생성물 1

HCID 184454421-[3-(3-Fluoro-phenylamino)-6,7-dimethoxy-4H-indeno[1,2-c]pyrazol-1-yl]-3-pyrrolidin-1-yl-propane-1,3-dione

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of (6,7-Dimethoxy-1,4-dihydro-indeno[1,2-c]pyrazol-3-yl)-(3-fluoro-phenyl)-amine (Compound 14) (0.36, 1.0 mmol), 3-Oxo-3-pyrrolidin-1-yl-propionic acid (Compound 28a) (0.157 g, 1.0 mmole), 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide (EDC) (0.24 g, 1.25 mmol), hydroxybenzo-triazole hydrate (HOBT) (0.17 g, 1.25 mmol) and DIEA (0.220 mL, 1.25 mmol) was stirred in 10 mL DMF over night at room temperature. The reaction was quenched with saturated NaHCO3 and extracted with EtOAc. The solvent was removed in vacuo and the crude material was prepped on the Gilson. Lyophilization produced a white powder. MS m/z 465.1 (M+H)+;

후처리

  1. customThe reaction was quenched with saturated NaHCO3
  2. extractionextracted with EtOAc
  3. customThe solvent was removed in vacuo
  4. customLyophilization produced a white powder

출처 및 근거

ORD 기록
ord-6d5a3b41da964a938e5e04ce479d600f
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07795440B2

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