Cesium carbonate → HCID 178482883, 화합물

HRID 706029노트

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HRID 706029 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][N:16]([CH3:20])[C:17]([NH2:19])=[NH:18])=[CH:11][CH:10]=2)=[CH:4][C:3]=1[C:21]([F:24])([F:23])[F:22].[C:25]([O-:28])([O-])=[O:26].[Cs+].[Cs+].[OH:31]/[CH:32]=[C:33](/[CH2:38][C:39]1[CH:40]=[N:41][CH:42]=[N:43][CH:44]=1)\[C:34](OC)=O>CN1C(=O)CCC1>[F:22][C:21]([F:24])([F:23])[C:25]([OH:28])=[O:26].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][N:16]([CH3:20])[C:17]3[NH:19][CH:34]=[C:33]([CH2:38][C:39]4[CH:44]=[N:43][CH:42]=[N:41][CH:40]=4)[C:32](=[O:31])[N:18]=3)=[CH:11][CH:10]=2)=[CH:4][C:3]=1[C:21]([F:22])([F:23])[F:24]

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 67774726(Z)-methyl 3-hydroxy-2-(pyrimidin-5-ylmethyl)acrylateHCID 67776747N-[(4-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}phenyl)methyl]-N-methylguanidine

생성물 1

HCID 178482883HCID 178482883, 화합물수율 15.3%

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

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온도
130 °C

실험 절차

To the mixture of N-[(4-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}phenyl)methyl]-N-methylguanidine (50 mg, 0.106 mmol) and Cs2CO3 (138 mg, 0.425 mmol) in NMP (1 mL) was added methyl (2Z)-3-hydroxy-2-(5-pyrimidinylmethyl)-2-propenoate (25 mg, 0.129 mmol). It was heated with a microwave reactor at 130° C. for 1 h. Purification via MDAP then afforded the title compound as a white solid (5 mg, 7.6%, yield). LCMS: rt=3.12 min, [M+H+]=502

후처리

  1. customPurification via MDAP

출처 및 근거

ORD 기록
ord-4fe9e13076134f85ad424c3653bb9552
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09174968B2

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