2-Fluorophenyl isocyanate → (S)-Methyl 1-(3-(4-(3-(2-fluorophenyl)ureido)phenyl)isoxazole-5-carbonyl)pyrrolidine-2-carboxylate

HRID 75829

반응식

HRID 75829 반응식
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]=[C:9]=[O:10].[NH2:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:22]=[C:21]([C:23]([N:25]3[CH2:29][CH2:28][CH2:27][C@H:26]3[C:30]([O:32][CH3:33])=[O:31])=[O:24])[O:20][N:19]=2)=[CH:14][CH:13]=1>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[O:10])[NH:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:22]=[C:21]([C:23]([N:25]3[CH2:29][CH2:28][CH2:27][C@H:26]3[C:30]([O:32][CH3:33])=[O:31])=[O:24])[O:20][N:19]=2)=[CH:14][CH:13]=1

참가 물질

3

반응물 2

HCID 855882-Fluorophenyl isocyanateHCID 67355052(S)-methyl 1-(3-(4-aminophenyl)isoxazole-5-carbonyl)pyrrolidine-2-carboxylate

생성물 1

HCID 67355879(S)-Methyl 1-(3-(4-(3-(2-fluorophenyl)ureido)phenyl)isoxazole-5-carbonyl)pyrrolidine-2-carboxylate수율 53%

실험 절차

The title compound was prepared according to the procedure as set forth in example 151, except that 1-fluoro-2-isocyanatobenzene was used in place of 1-fluoro-3-isocyanatobenzene and (S)-methyl 1-(3-(4-aminophenyl)isoxazole-5-carbonyl)pyrrolidine-2-carboxylate was used in place of methyl 2-(3-(4-aminophenyl)isoxazole-5-carboxamido)-3-methylbutanoate to yield 53% of the title compound. MS (ES+): m/z 453 (M+1); 1H NMR (DMSO-d6, 300 MHz) δ: 9.35 (s, 1H), 8.65 (s, 1H), 8.15 (m, 1H), 7.92 (d, 2H), 7.66 (s, 1H), 7.6 (d, 2H), 7.26 (m, 1H), 7.16 (m, 1H), 7.04 (m, 1H), 3.92 (t, 1H), 3.67 (s, 3H), 3.65 (m, 1H), 2.29 (m, 1H), 1.97 (m, 2H), 1.24 (m, 2H).

후처리

  1. customThe title compound was prepared

출처 및 근거

ORD 기록
ord-9df353068a74406e8ce7559b762309cd
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835428B2

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