1-(4-Fluorophenyl)-2-oxo-3-pyrrolidinecarboxylic acid → HCID 178434454, 화합물

HRID 2241218노트

반응식

HRID 2241218 반응식
COC1C=CC(C[N:8]2[C:12]3=[N:13][CH:14]=[CH:15][C:16]([O:17][C:18]4[CH:23]=[CH:22][C:21]([NH2:24])=[CH:20][C:19]=4[F:25])=[C:11]3[C:10]([CH3:26])=[N:9]2)=CC=1.[F:29][C:30]1[CH:35]=[CH:34][C:33]([N:36]2[CH2:40][CH2:39][CH:38]([C:41](O)=[O:42])[C:37]2=[O:44])=[CH:32][CH:31]=1>>[F:25][C:19]1[CH:20]=[C:21]([NH:24][C:41]([CH:38]2[CH2:39][CH2:40][N:36]([C:33]3[CH:34]=[CH:35][C:30]([F:29])=[CH:31][CH:32]=3)[C:37]2=[O:44])=[O:42])[CH:22]=[CH:23][C:18]=1[O:17][C:16]1[CH:15]=[CH:14][N:13]=[C:12]2[NH:8][N:9]=[C:10]([CH3:26])[C:11]=12

참가 물질

3

반응물 2

HCID 41820071-(4-Fluorophenyl)-2-oxo-3-pyrrolidinecarboxylic acidHCID 685133074-(1-(4-methoxybenzyl)-3-methyl-1H-pyrazolo[3,4-b]pyridin-4-yloxy)-3-fluorobenzenamine

생성물 1

HCID 178434454HCID 178434454, 화합물

실험 절차

Prepared by a 2-step process from 3-fluoro-4-(1-(4-methoxybenzyl)-3-methyl-1H-pyrazolo[3,4-b]pyridin-4-yloxy)aniline (prepared as in Example 5, Step D) and 1-(4-fluorophenyl)-2-oxopyrrolidine-3-carboxylic acid according to the procedure of Example 21, Steps A and B. The crude was purified by silica gel flash column chromatography (3% MeOH in CH2Cl2) to afford 4 mg (47% for 2-step process) of the desired product. LRMS (ESI pos) m/e 464.2 (M+1). 1H-NMR (400 MHz, CD3OD/CDCl3) δ 8.25 (d, 1H), 7.88 (dd, 1H), 7.64 (m, 2H), 7.46 (m, 1H), 7.36 (t, 1H), 7.14 (t, 2H), 6.27 (d, 1H), 3.97 (m, 2H), 3.81 (m, 1H), 2.71 (s, 3H), 2.61 (m, 1H), 2.49 (m, 1H); 19F NMR (376 MHz, CD3OD/CDCl3) δ −119.2, −130.1.

후처리

  1. customThe crude was purified by silica gel flash column chromatography (3% MeOH in CH2Cl2)

출처 및 근거

ORD 기록
ord-c7e65afd27b14ccaa668d5dd163bde7f
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07723330B2

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