Chlorotrimethylsilane → 1-(2-(4-(4-acetylpiperazin-1-yl)phenylamino)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-3-carboxamide

HRID 2381597노트

반응식

HRID 2381597 반응식
Cl[C:2]1[N:3]=[C:4]([N:21]2[CH2:26][CH2:25][CH2:24][CH:23]([C:27]([NH2:29])=[O:28])[CH2:22]2)[C:5]2[CH:10]=[CH:9][N:8]([S:11]([C:14]3[CH:20]=[CH:19][C:17]([CH3:18])=[CH:16][CH:15]=3)(=[O:13])=[O:12])[C:6]=2[N:7]=1.[NH2:30][C:31]1[CH:36]=[CH:35][C:34]([N:37]2[CH2:42][CH2:41][N:40]([C:43](=[O:45])[CH3:44])[CH2:39][CH2:38]2)=[CH:33][CH:32]=1.C[Si](Cl)(C)C>CCCCO>[C:43]([N:40]1[CH2:39][CH2:38][N:37]([C:34]2[CH:35]=[CH:36][C:31]([NH:30][C:2]3[N:3]=[C:4]([N:21]4[CH2:26][CH2:25][CH2:24][CH:23]([C:27]([NH2:29])=[O:28])[CH2:22]4)[C:5]4[CH:10]=[CH:9][N:8]([S:11]([C:14]5[CH:20]=[CH:19][C:17]([CH3:18])=[CH:16][CH:15]=5)(=[O:13])=[O:12])[C:6]=4[N:7]=3)=[CH:32][CH:33]=2)[CH2:42][CH2:41]1)(=[O:45])[CH3:44]

참가 물질

5

반응물 3

HCID 6397ChlorotrimethylsilaneHCID 7362691-[4-(4-Aminophenyl)piperazin-1-yl]ethan-1-oneHCID 579904311-(2-chloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-3-carboxamide

생성물 1

HCID 579903741-(2-(4-(4-acetylpiperazin-1-yl)phenylamino)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-3-carboxamide수율 6.8%

시약·촉매·용매 1

HCID 2631-Butanol용매2회

실험 절차

A mixture of 1-(2-chloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-3-carboxamide (125 mg, 0.288 mmol), 1-(4-(4-aminophenyl)piperazin-1-yl)ethanone (100 mg, 0.456 mmol) and trimethylsilyl chloride (0.100 mL, 0.79 mmol) in n-BuOH (3 mL) was stirred at 116° C. for 20 h. n-BuOH was removed in vacuo. The residue was purified by HPLC to give 1-(2-(4-(4-acetylpiperazin-1-yl)phenylamino)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-3-carboxamide (12 mg).

후처리

  1. customwas removed in vacuo
  2. customThe residue was purified by HPLC

출처 및 근거

ORD 기록
ord-257cc8498d9849969ddf2e44eed6138c
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08258144B2

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