Pipemidic Acid → 2-(4-{[(3-Fluorophenyl)amino]carbonothioyl}-1-piperazinyl)-8-ethyl-5-oxo-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylic Acid

HRID 455936

반응식

HRID 455936 반응식
[CH3:1][CH2:2][N:3]1[C:9]2[N:10]=[C:11]([N:14]3[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]3)[N:12]=[CH:13][C:8]=2[C:6](=[O:7])[C:5]([C:20]([OH:22])=[O:21])=[CH:4]1.[F:23][C:24]1[CH:25]=[C:26]([N:30]=[C:31]=[S:32])[CH:27]=[CH:28][CH:29]=1>>[F:23][C:24]1[CH:25]=[C:26]([NH:30][C:31]([N:17]2[CH2:18][CH2:19][N:14]([C:11]3[N:12]=[CH:13][C:8]4[C:6](=[O:7])[C:5]([C:20]([OH:22])=[O:21])=[CH:4][N:3]([CH2:2][CH3:1])[C:9]=4[N:10]=3)[CH2:15][CH2:16]2)=[S:32])[CH:27]=[CH:28][CH:29]=1

참가 물질

3

반응물 2

HCID 4831Pipemidic AcidHCID 98343-Fluorophenyl isothiocyanate

생성물 1

HCID 454841432-(4-{[(3-Fluorophenyl)amino]carbonothioyl}-1-piperazinyl)-8-ethyl-5-oxo-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylic Acid

실험 절차

Pipemidic acid (25 mg, 0.0824 mmol) and 3-fluorophenyl isothiocyanate (9.9 μL, 0.0824 mmol) were used. Purification on silica yielded compound 25 in Table 1, below (22 mg, 59%). 1H NMR (300 MHz, CDCl3) δ 9.32 (s, 1H), 8.66 (s, 1H), 7.41 (s, 1H), 7.37-7.27 (m, 1H), 6.96 (t, J=7.39, 2H), 6.88 (t, J=7.67 Hz, 1H), 4.38-4.27 (m, 2H), 4.27-3.91 (m, 8H), 1.54-1.43 (m, 3H) ppm.

후처리

  1. customPurification on silica yielded compound 25 in Table 1

출처 및 근거

ORD 기록
ord-821c31bbee794f60976cb80d5f116c22
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08497371B2

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