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 888157노트

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HRID 888157 반응식
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

참가 물질

5

반응물 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

생성물 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

시약·촉매·용매 1

HCID 6386tert-Butanol용매

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온도
170 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-bb59d298e2cd4796b83c6b760088a642
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08247556B2

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