tert-butyl (3-(2-(methylthio)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)phenyl)carbamate → tert-butyl (4-fluoro-3-(2-(methylthio)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)phenyl)carbamate

HRID 527403

反応式

HRID 527403 の反応式
[CH3:1][S:2][C:3]1[N:4]=[CH:5][C:6]2[CH:12]=[CH:11][C:10](=[O:13])[N:9]([C:14]3[CH:15]=[C:16]([NH:20][C:21](=[O:27])[O:22][C:23]([CH3:26])([CH3:25])[CH3:24])[CH:17]=[CH:18][CH:19]=3)[C:7]=2[N:8]=1.[F:28]C1C=CC(NC(=O)OC(C)(C)C)=CC=1NC1C(C=O)=CN=C(SC)N=1>>[F:28][C:19]1[CH:18]=[CH:17][C:16]([NH:20][C:21](=[O:27])[O:22][C:23]([CH3:24])([CH3:26])[CH3:25])=[CH:15][C:14]=1[N:9]1[C:7]2[N:8]=[C:3]([S:2][CH3:1])[N:4]=[CH:5][C:6]=2[CH:12]=[CH:11][C:10]1=[O:13]

参加物

3

反応物 2

HCID 86732006tert-butyl (3-(2-(methylthio)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)phenyl)carbamateHCID 86732013Tert-butyl (4-fluoro-3-((5-formyl-2-(methylthio)pyrimidin-4-yl)amino)phenyl)carbamate

生成物 1

HCID 86732014tert-butyl (4-fluoro-3-(2-(methylthio)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)phenyl)carbamate収率 59%

実験手順

This compound (270 mg, 59% yield) as a light yellow crystalline solid was prepared according to the procedures described for Intermediate 51, using tert-butyl (4-fluoro-3-((5-formyl-2-(methylthio)pyrimidin-4-yl)amino)phenyl)carbamate (58) (430 mg, 1.14 mmol) as the starting material. m/z (ESI, +ve ion) 403.0 (M+1)+. 1H NMR (400 MHz, CDCl3) δ ppm 8.64 (1H, s), 7.70 (1H, d, J=9.6 Hz), 7.55 (1H, br. s.), 7.28-7.35 (1H, m), 7.17 (1H, t, J=9.0 Hz), 6.72 (1H, d, J=9.6 Hz), 6.56 (1H, br. s.), 2.22 (3H, s), 1.49 (9H, s). 19F NMR (376 MHz, DMSO-d6) δ ppm-126.87 (1F, s).

出典と根拠

ORDレコード
ord-d2de70d4af51451f8aabb757defcef8d
出典データセット
uspto-grants-2016_05
特許番号
US09346801B2

関連ノート

読み込み中…