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Trifluoroacetic acid → N-[7a-(5-Amino-2-fluoro-phenyl)-4a,5,6,7-tetrahydro-4H-pyrrolo[3,4-d][1,3]thiazin-2-yl]benzamide

HRID 876731
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HRID 876731 반응식
FC(F)(F)C(O)=O.[NH2:8][C:9]1[CH:10]=[CH:11][C:12]([F:40])=[C:13]([C:15]23[CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21][CH:20]2[CH2:19][S:18][C:17]([NH:31][C:32](=[O:39])[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[N:16]3)[CH:14]=1>ClCCl>[NH3:8].[NH2:8][C:9]1[CH:10]=[CH:11][C:12]([F:40])=[C:13]([C:15]23[CH2:23][NH:22][CH2:21][CH:20]2[CH2:19][S:18][C:17]([NH:31][C:32](=[O:39])[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[N:16]3)[CH:14]=1
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참가 물질

5

반응물 2

HCID 6422Trifluoroacetic acidHCID 86762767Tert-butyl 7a-(5-amino-2-fluoro-phenyl)-2-benzamido-4,4a,5,7-tetrahydropyrrolo[3,4-d][1,3]thiazine-6-carboxylate

생성물 2

HCID 222AmmoniaHCID 86762766N-[7a-(5-Amino-2-fluoro-phenyl)-4a,5,6,7-tetrahydro-4H-pyrrolo[3,4-d][1,3]thiazin-2-yl]benzamide수율 196.2%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

Trifluoroacetic acid (10 mL) is added to a solution of tert-butyl 7a-(5-amino-2-fluoro-phenyl)-2-benzamido-4,4a,5,7-tetrahydropyrrolo[3,4-d][1,3]thiazine-6-carboxylate (2.013 g, 4.28 mmol) in dichloromethane (30 mL) and the mixture is stirred at room temperature under nitrogen for 4 hours. The solvent removed in vacuo and the crude product is purified with an SCX column using 3:1 dichloromethane:methanol and then 2:1 dichloromethane:7 N ammonia in methanol to give the title compound (1.555 g, 98%). ES/MS (m/e): 371 (M+H).

후처리

  1. customThe solvent removed in vacuo
  2. customthe crude product is purified with an SCX column

출처 및 근거

ORD 기록
ord-3ff962bb48eb4147a9be3cef7fda92e1
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08987254B2

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