Diisopropylethylamine → N-(3-Oxo-3,4-dihydro-2H-benzo[1,4]thiazin-6-yl)-2-[(1H-pyrrolo[2,3-b]pyridin-4-ylmethyl)-amino]-nicotinamide

HRID 888157ノート

反応式

HRID 888157 の反応式
F[C:2]1[N:21]=[CH:20][CH:19]=[CH:18][C:3]=1[C:4]([NH:6][C:7]1[CH:8]=[CH:9][C:10]2[S:15][CH2:14][C:13](=[O:16])[NH:12][C:11]=2[CH:17]=1)=[O:5].Cl.[NH:23]1[C:27]2=[N:28][CH:29]=[CH:30][C:31]([CH2:32][NH2:33])=[C:26]2[CH:25]=[CH:24]1.CCN(C(C)C)C(C)C>CC(O)(C)C>[O:16]=[C:13]1[NH:12][C:11]2[CH:17]=[C:7]([NH:6][C:4](=[O:5])[C:3]3[CH:18]=[CH:19][CH:20]=[N:21][C:2]=3[NH:33][CH2:32][C:31]3[CH:30]=[CH:29][N:28]=[C:27]4[NH:23][CH:24]=[CH:25][C:26]=34)[CH:8]=[CH:9][C:10]=2[S:15][CH2:14]1

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 692636392-fluoro-N-(3-oxo-3,4-dihydro-2H-benzo[1,4]thiazin-6-yl)-nicotinamideHCID 69265141{1H-pyrrolo[2,3-b]pyridin-4-yl}methanamine hydrochloride

生成物 1

HCID 16224616N-(3-Oxo-3,4-dihydro-2H-benzo[1,4]thiazin-6-yl)-2-[(1H-pyrrolo[2,3-b]pyridin-4-ylmethyl)-amino]-nicotinamide

試薬・触媒・溶媒 1

HCID 6386tert-Butanol溶媒

反応条件

温度
170 °C

実験手順

To an oven-dry microwave tube was added 2-fluoro-N-(3-oxo-3,4-dihydro-2H-benzo[1,4]thiazin-6-yl)-nicotinamide (150 mg, 0.5 mmol), C-(1H-pyrrolo[2,3-b]pyridin-4-yl)-methylamine hydrochloride salt (220 mg, 1.0 mmol), DIEA (1 mL), and t-BuOH (2 mL). The resulting mixture was sealed off and underwent microwave heating at 170° C. for 20 min. Solvent was removed in vacuo. The crude solid was purified by chromatography on silica gel. Elution with DCM:MeOH mixture (97:3) gave final compound. MS (ES+): 430.6 (M+H). Calc'd. for C22H18N6O2S—430.49.

後処理

  1. customThe resulting mixture was sealed off
  2. customSolvent was removed in vacuo
  3. customThe crude solid was purified by chromatography on silica gel
  4. washElution with DCM

出典と根拠

ORDレコード
ord-bb59d298e2cd4796b83c6b760088a642
出典データセット
uspto-grants-2012_08
特許番号
US08247556B2

反応ノート

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