4-Fluoro-2-methoxybenzoyl chloride → (3R,4S)-ethyl 4-(2-(5-fluoro-2-hydroxyphenyl)quinazolin-4-ylamino)pyrrolidine-3-carboxylate

HRID 2189229노트

반응식

COC1C=C(F)C=CC=1C(Cl)=O.[F:13][C:14]1[CH:15]=[CH:16][C:17]([OH:48])=[C:18]([C:20]2[NH:29][CH:28]([NH:30][C@@H:31]3[CH2:35][N:34](C(OC(C)(C)C)=O)[CH2:33][C@H:32]3[C:43]([O:45][CH2:46][CH3:47])=[O:44])[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[N:21]=2)[CH:19]=1>>[F:13][C:14]1[CH:15]=[CH:16][C:17]([OH:48])=[C:18]([C:20]2[N:29]=[C:28]([NH:30][C@@H:31]3[CH2:35][NH:34][CH2:33][C@H:32]3[C:43]([O:45][CH2:46][CH3:47])=[O:44])[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[N:21]=2)[CH:19]=1

참가 물질

반응물 2

HCID 133524094-Fluoro-2-methoxybenzoyl chloride

HCID 178472532trans-1-Tert-butyl 3-ethyl 4-(2-(5-fluoro-2-hydroxyphenyl)-3,4-dihydroquinazolin-4-ylamino)pyrrolidine-1,3-dicarboxylate

생성물 1

HCID 135921505(3R,4S)-ethyl 4-(2-(5-fluoro-2-hydroxyphenyl)quinazolin-4-ylamino)pyrrolidine-3-carboxylate

실험 절차

The title compound was prepared using methods analogous to those described in Synthesis 1-A, 1-B, 1-D and 2, replacing 2-methoxybenzoyl chloride with 2-methoxy-4-fluorobenzoyl chloride in Synthesis 1A, and replacing (R)-3-aminopiperidine-1-carboxylic acid tert-butyl ester with trans-1-tert-butyl 3-ethyl 4-(2-(5-fluoro-2-hydroxyphenyl)-3,4-dihydroquinazolin-4-ylamino)pyrrolidine-1,3-dicarboxylate in Synthesis 2-A.

출처 및 근거

ORD 기록: ord-77c8280cdb3f47fe91885b60c0665d66
출처 데이터셋: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08324226B2

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