Diisopropylethylamine → 6-Chloro-2-(3-diethylamino-pyrrolidin-1-yl)-quinoline-5-carboxylic acid (3,3-difluoro-1-hydroxycyclohexylmethyl)-amide

HRID 1056737노트

반응식

HRID 1056737 반응식
[F:1][C:2]1([F:25])[CH2:7][CH2:6][CH2:5][C:4]([CH2:9][NH:10][C:11]([C:13]2[C:14]3[CH:15]=[CH:16][C:17](Cl)=[N:18][C:19]=3[CH:20]=[CH:21][C:22]=2[Cl:23])=[O:12])([OH:8])[CH2:3]1.CCN(C(C)C)C(C)C.[CH2:35]([N:37]([CH2:43][CH3:44])[CH:38]1[CH2:42][CH2:41][NH:40][CH2:39]1)[CH3:36]>>[F:1][C:2]1([F:25])[CH2:7][CH2:6][CH2:5][C:4]([CH2:9][NH:10][C:11]([C:13]2[C:14]3[CH:15]=[CH:16][C:17]([N:40]4[CH2:41][CH2:42][CH:38]([N:37]([CH2:43][CH3:44])[CH2:35][CH3:36])[CH2:39]4)=[N:18][C:19]=3[CH:20]=[CH:21][C:22]=2[Cl:23])=[O:12])([OH:8])[CH2:3]1

참가 물질

4

반응물 3

HCID 81531DiisopropylethylamineHCID 199619953-(Diethylamino)pyrrolidineHCID 1185560332,6-Dichloro-quinoline-5-carboxylic acid (3,3-difluoro-1-hydroxy-cyclohexylmethyl)-amide

생성물 1

HCID 1185666416-Chloro-2-(3-diethylamino-pyrrolidin-1-yl)-quinoline-5-carboxylic acid (3,3-difluoro-1-hydroxycyclohexylmethyl)-amide

실험 절차

The title compound was synthesized according to the procedure described in example 1 using 2,6-dichloro-quinoline-5-carboxylic acid (3,3-difluoro-1-hydroxycyclohexylmethyl)-amide, DIPEA and 3-diethylaminopyrrolidine. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.75 (1H), 7.85 (m, 1H), 7.58 (2H), 7.05 (1H), 4.56 (s, 1H), 3.89 (m, 1H), 3.70 (m, 1H), 3.45 (m, 3H), 3.34 (m, 2H), 3.26 (m, 1H), 2.63 (m, 4H), 2.06 (m, 2H), 1.85 (m, 2H), 1.74-1.76 (m, 2H), 1.27-1.32 (m, 2H), 0.98 (m, 5H). m/z: 496 [M+H]

출처 및 근거

ORD 기록
ord-570f7bfd29b6475983436c38392a1931
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09399623B2

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