Pipemidic Acid → 8-Ethyl-2-(4-((2-fluorophenyl)carbamothioyl)piperazin-1-yl)-5-oxo-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylic acid

HRID 455941

反応式

HRID 455941 の反応式
[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:29]=[CH:28][CH:27]=[CH:26][C:25]=1[N:30]=[C:31]=[S:32]>>[F:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[NH:30][C:31]([N:17]1[CH2:18][CH2:19][N:14]([C:11]2[N:12]=[CH:13][C:8]3[C:6](=[O:7])[C:5]([C:20]([OH:22])=[O:21])=[CH:4][N:3]([CH2:2][CH3:1])[C:9]=3[N:10]=2)[CH2:15][CH2:16]1)=[S:32]

参加物

3

反応物 2

HCID 4831Pipemidic AcidHCID 975202-Fluorophenyl isothiocyanate

生成物 1

HCID 13989988-Ethyl-2-(4-((2-fluorophenyl)carbamothioyl)piperazin-1-yl)-5-oxo-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylic acid

実験手順

Pipemidic acid (25 mg, 0.0824 mmol) and 2-fluorophenyl isothiocyanate (10 μL, 0.0824 mmol) were used. Purification on silica yielded compound 30 in Table 1, below (24 mg, 64%). 1H NMR (300 MHz, CDCl3) δ 9.35 (s, 1H), 8.69 (s, 1H), 7.64 (t, J=7.34 Hz, 1H), 7.21-7.12 (m, 3H), 4.35 (q, J=6.90 Hz, 2H), 4.28-4.02 (m, 8H), 1.50 (t, J=7.09 Hz, 3H) ppm.

後処理

  1. customPurification on silica yielded compound 30 in Table 1

出典と根拠

ORDレコード
ord-e73b9ea2fd354445a5dbdcdd7d8a9dda
出典データセット
uspto-grants-2013_07
特許番号
US08497371B2

関連ノート

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