Potassium Carbonate → N-(4-(8-(5-Methyl-1H-pyrazol-3-ylamino)imidazo[1,2-a]pyrazin-6-ylthio)phenyl)cyclopropanecarboxamide

HRID 2234835

반응식

HRID 2234835 반응식
Br[C:2]1[N:3]=[C:4]([NH:11][C:12]2[CH:16]=[C:15]([CH3:17])[NH:14][N:13]=2)[C:5]2[N:6]([CH:8]=[CH:9][N:10]=2)[CH:7]=1.[SH:18][C:19]1[CH:24]=[CH:23][C:22]([NH:25][C:26]([CH:28]2[CH2:30][CH2:29]2)=[O:27])=[CH:21][CH:20]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:17][C:15]1[NH:14][N:13]=[C:12]([NH:11][C:4]2[C:5]3[N:6]([CH:8]=[CH:9][N:10]=3)[CH:7]=[C:2]([S:18][C:19]3[CH:20]=[CH:21][C:22]([NH:25][C:26]([CH:28]4[CH2:29][CH2:30]4)=[O:27])=[CH:23][CH:24]=3)[N:3]=2)[CH:16]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 16722082N-(4-mercaptophenyl)cyclopropanecarboxamideHCID 86237295(6-Bromo-imidazo[1,2-a]pyrazin-8-yl)-(5-methyl-1H-pyrazol-3-yl)-amine

생성물 1

HCID 59298978N-(4-(8-(5-Methyl-1H-pyrazol-3-ylamino)imidazo[1,2-a]pyrazin-6-ylthio)phenyl)cyclopropanecarboxamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

(6-Bromo-imidazo[1,2-a]pyrazin-8-yl)-(5-methyl-1H-pyrazol-3-yl)-amine (21 mg, 0.072 mmol), N-(4-mercaptophenyl)cyclopropanecarboxamide (28 mg, 0.145 mmol) and potassium carbonate (20 mg) were mixed in DMF (1 ml). This mixture was reacted in a microwave reactor at 170° C. for 15 minutes. DMF was removed in vacuo and the residue was purified by HPLC to afford the title compound Example 8 as an off-white solid. (11.9 mg). 1H NMR (400 MHz, DMSO) δ 10.39 (s, 1H) 7.99 (d, J=0.8 Hz, 1H) 7.96 (s, 1H) 7.70 (s, 1H) 7.69 (d, J=8.4 Hz, 2H) 7.49 (d, J=8.4 Hz, 2H) 6.03 (s, 1H) 2.14 (s, 3H) 1.75-1.82 (m, 1H) 0.77-0.81 (m, 2H). [M+H] calc'd for C20H19N7OS, 406; found, 406.

후처리

  1. customThis mixture was reacted in a microwave reactor at 170° C. for 15 minutes
  2. customDMF was removed in vacuo
  3. customthe residue was purified by HPLC

출처 및 근거

ORD 기록
ord-ab53232f2c8442f5b93089e0166f0812
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07713973B2

연결된 노트

불러오는 중…