Acetyl chloride → 2-(5-difluoromethoxy-1-piperidin-4-yl-1H-indazol-3-yl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid tert-butylamide hydrochloride

HRID 246303노트

반응식

HRID 246303 반응식
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:22]3[C:17](=[CH:18][C:19]([O:23][CH:24]([F:26])[F:25])=[CH:20][CH:21]=3)[C:16]([C:27]3[N:28]=[C:29]4[C:35]([C:36](=[O:42])[NH:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[CH:34][N:33]([CH2:43][O:44][CH2:45][CH2:46][Si:47]([CH3:50])([CH3:49])[CH3:48])[C:30]4=[N:31][CH:32]=3)=[N:15]2)[CH2:10][CH2:9]1)=O)(C)(C)C.C([Cl:54])(=O)C>CO>[ClH:54].[C:38]([NH:37][C:36]([C:35]1[C:29]2[C:30](=[N:31][CH:32]=[C:27]([C:16]3[C:17]4[C:22](=[CH:21][CH:20]=[C:19]([O:23][CH:24]([F:25])[F:26])[CH:18]=4)[N:14]([CH:11]4[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]4)[N:15]=3)[N:28]=2)[N:33]([CH2:43][O:44][CH2:45][CH2:46][Si:47]([CH3:50])([CH3:49])[CH3:48])[CH:34]=1)=[O:42])([CH3:41])([CH3:40])[CH3:39]

참가 물질

4

반응물 2

HCID 6367Acetyl chlorideHCID 712798134-{3-[7-tert-butylcarbamoyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-5-difluoromethoxy-indazol-1-yl}-piperidine-1-carboxylic acid tert-butyl ester

생성물 1

HCID 712798372-(5-difluoromethoxy-1-piperidin-4-yl-1H-indazol-3-yl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid tert-butylamide hydrochloride수율 99%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
0 °C

실험 절차

In a round-bottomed flask, 4-{3-[7-tert-butylcarbamoyl-5-(2-trimethylsilanylethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-5-difluoromethoxy-indazol-1-yl}-piperidine-1-carboxylic acid tert-butyl ester (102 mg, 0.143 mmol) was suspended in methanol (1.4 ml). The suspension was cooled to 0° C. and acetyl chloride (0.20 ml, 2.81 mmol) was added dropwise. After the addition was complete, the ice bath was removed and the reaction mixture was stirred at room temperature for 1.5 h. The solvent was evaporated at room temperature and the residue dried under high vacuum to afford 92 mg (99%) of 2-(5-difluoromethoxy-1-piperidin-4-yl-1H-indazol-3-yl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid tert-butylamide hydrochloride as a yellow solid which was used without further purification.

후처리

  1. additionAfter the addition
  2. customthe ice bath was removed
  3. customThe solvent was evaporated at room temperature
  4. customthe residue dried under high vacuum

출처 및 근거

ORD 기록
ord-905ee059d92143cd86287d0a174cae03
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08658646B2

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