Chloroacetamide → 2-(4-(3-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)benzyl)piperidin-1-yl) acetamide

HRID 531884

반응식

HRID 531884 반응식
Cl.[F:2][C:3]1[CH:4]=[C:5]([CH:44]=[CH:45][CH:46]=1)[CH2:6][N:7]1[CH:11]=[C:10]([C:12]2[C:20]3[C:15](=[N:16][CH:17]=[C:18]([C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([CH2:27][CH:28]5[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]5)[CH:22]=4)[CH:19]=3)[N:14]([S:34]([C:37]3[CH:43]=[CH:42][C:40]([CH3:41])=[CH:39][CH:38]=3)(=[O:36])=[O:35])[CH:13]=2)[CH:9]=[N:8]1.Cl[CH2:48][C:49]([NH2:51])=[O:50].C(=O)(O)[O-].[Na+]>CC(C)=O.C(O)C>[F:2][C:3]1[CH:4]=[C:5]([CH:44]=[CH:45][CH:46]=1)[CH2:6][N:7]1[CH:11]=[C:10]([C:12]2[C:20]3[C:15](=[N:16][CH:17]=[C:18]([C:21]4[CH:22]=[C:23]([CH:24]=[CH:25][CH:26]=4)[CH2:27][CH:28]4[CH2:29][CH2:30][N:31]([CH2:48][C:49]([NH2:51])=[O:50])[CH2:32][CH2:33]4)[CH:19]=3)[N:14]([S:34]([C:37]3[CH:38]=[CH:39][C:40]([CH3:41])=[CH:42][CH:43]=3)(=[O:35])=[O:36])[CH:13]=2)[CH:9]=[N:8]1

참가 물질

5

반응물 3

HCID 6580ChloroacetamideHCID 516892Sodium BicarbonateHCID 900306093-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(3-(piperidin-4-ylmethyl)phenyl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine hydrochloride

생성물 1

HCID 900304052-(4-(3-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)benzyl)piperidin-1-yl) acetamide수율 38.96%

시약·촉매·용매 1

HCID 21889777Acetone ethanol용매

실험 절차

Using the same reaction conditions as described in step-i of example-82A 3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(3-(piperidin-4-ylmethyl)phenyl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine hydrochloride (75 mg, 0.114 mmol) was alkylated using 2-chloroacetamide (16 mg, 0.171 mmol) and sodium bicarbonate (29 mg, 0.342 mmol) in acetone/ethanol (5/5 mL) to get 30 mg (38.96% yield) of the titled compound. MS: m/z=676.8 (M+1).

후처리

  1. customthe same reaction conditions

출처 및 근거

ORD 기록
ord-e027a5ee7c2f4acf9739743a4e166180
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09353107B2

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