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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Cesium carbonate → 1-(4-((2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-5-neopentylpyrrolidine-2-carboxamido)-3-methoxybenzoyloxy)ethyl morpholine-4-carboxylate

HRID 882361
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HRID 882361 반응식
[N:1]1([C:7]([O:9][CH:10](Cl)[CH3:11])=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[Cl:13][C:14]1[C:15]([F:54])=[C:16]([C@@H:20]2[C@:24]([C:27]3[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][C:28]=3[F:34])([C:25]#[N:26])[C@H:23]([CH2:35][C:36]([CH3:39])([CH3:38])[CH3:37])[NH:22][C@H:21]2[C:40]([NH:42][C:43]2[CH:51]=[CH:50][C:46]([C:47]([OH:49])=[O:48])=[CH:45][C:44]=2[O:52][CH3:53])=[O:41])[CH:17]=[CH:18][CH:19]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C=O>[N:1]1([C:7]([O:9][CH:10]([O:49][C:47](=[O:48])[C:46]2[CH:50]=[CH:51][C:43]([NH:42][C:40]([C@H:21]3[C@H:20]([C:16]4[CH:17]=[CH:18][CH:19]=[C:14]([Cl:13])[C:15]=4[F:54])[C@:24]([C:27]4[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][C:28]=4[F:34])([C:25]#[N:26])[C@H:23]([CH2:35][C:36]([CH3:38])([CH3:39])[CH3:37])[NH:22]3)=[O:41])=[C:44]([O:52][CH3:53])[CH:45]=2)[CH3:11])=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1
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참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 143240831-Chloroethyl morpholine-4-carboxylateHCID 53358942Idasanutlin

생성물 1

HCID 717388761-(4-((2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-5-neopentylpyrrolidine-2-carboxamido)-3-methoxybenzoyloxy)ethyl morpholine-4-carboxylate수율 74.2%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

실험 절차

In a manner similar to the method described in Example 3, 1-chloroethyl chloroformate (2.64 g, 2 mL, 18.5 mmol) was reacted with morpholine (1.69 g, 1.7 mL, 19.4 mmol) and pyridine (1.68 g, 1.72 mL, 21.2 mmol) in methylene chloride (25 mL) at room temperature overnight to give the crude product, 1-chloroethyl morpholine-4-carboxylate. A portion of 1-chloroethyl morpholine-4-carboxylate (670.1 mg, 3.46 mmol) was then reacted with chiral 4-((2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-5-neopentylpyrrolidine-2-carboxamido)-3-methoxybenzoic acid (200.5 mg, 0.325 mmol) in the presence of cesium carbonate (1.094 g, 3.36 mmol) in dimethylformamide (7 mL) overnight to give, 1-(4-((2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-5-neopentylpyrrolidine-2-carboxamido)-3-methoxybenzoyloxy)ethyl morpholine-4-carboxylate as an off-white solid (186.5 mg, 74% yield). MS (ES+) m/z calcd. for C38H41Cl2F2N4O7: [(M+H)+]: 773, found: 773

후처리

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출처 및 근거

ORD 기록
ord-4c7707eaa69f401fbef3b5476ac1245d
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08993614B2

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