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Hydrochloride methanol → N-(5-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-(piperazin-1-yl)phenyl)methanesulfonamide hydrochloride

HRID 531683
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HRID 531683 반응식
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20]3[CH:21]=[C:22]4[C:28]([C:29]5[CH:30]=[N:31][N:32]([CH2:34][C:35]6[CH:40]=[CH:39][CH:38]=[C:37]([F:41])[CH:36]=6)[CH:33]=5)=[CH:27][N:26](C(OC(C)(C)C)=O)[C:23]4=[N:24][CH:25]=3)=[CH:16][C:15]=2[NH:49][S:50]([CH3:53])(=[O:52])=[O:51])[CH2:10][CH2:9]1)=O)(C)(C)C.CO.[ClH:56]>C(OCC)C>[ClH:56].[F:41][C:37]1[CH:36]=[C:35]([CH:40]=[CH:39][CH:38]=1)[CH2:34][N:32]1[CH:33]=[C:29]([C:28]2[C:22]3[C:23](=[N:24][CH:25]=[C:20]([C:17]4[CH:18]=[CH:19][C:14]([N:11]5[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]5)=[C:15]([NH:49][S:50]([CH3:53])(=[O:52])=[O:51])[CH:16]=4)[CH:21]=3)[NH:26][CH:27]=2)[CH:30]=[N:31]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 21893726Hydrochloride methanolHCID 90034218tert-butyl 5-(4-(4-(tert-butoxycarbonyl)piperazin-1-yl)-3-(methylsulfonamido)phenyl)-3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

생성물 1

HCID 90030962N-(5-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-(piperazin-1-yl)phenyl)methanesulfonamide hydrochloride수율 57%

시약·촉매·용매 1

HCID 3283
Diethyl Ether
용매

실험 절차

Using similar reaction conditions as described in step-ii of example-7, tert-butyl 5-(4-(4-(tert-butoxycarbonyl)piperazin-1-yl)-3-(methylsulfonamido)phenyl)-3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate (27 mg, mmol) was deprotected in methanol/HCl in diethyl ether (3/1 ml) to afford 12 mg (57% yield) of the titled compound. 1H NMR (CD3OD, 300 MHz): δ 9.01-9.00 (d, 1H), 8.71-8.70 (d, 1H), 8.41 (s, 1H), 8.09 (s, 1H), 7.98 (s, 1H), 7.87-7.86 (d, 1H), 7.66-7.63 (dd, 1H), 7.49-7.46 (d, 1H), 7.40-7.34 (m, 1H), 7.16-7.13 (m, 1H), 7.07-7.02 (m, 2H), 5.47 (s, 2H), 3.50-3.46 (m, 4H), 3.26-3.23 (m, 7H). MS: m/z=546.2 (M+1), HPLC: 98.49% in method B.

후처리

  1. customreaction conditions

출처 및 근거

ORD 기록
ord-a06ae2052b134ef983065655cc59d64e
출처 데이터셋
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09353107B2

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