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Cesium carbonate → 2-{[(4-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}phenyl)methyl]amino}-5-[(1-methyl-1H-pyrazol-4-yl)methyl]-4(1H)-pyrimidinone trifluoroacetate

HRID 706030
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HRID 706030 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][NH:16][C:17]([NH2:19])=[NH:18])=[CH:11][CH:10]=2)=[CH:4][C:3]=1[C:20]([F:23])([F:22])[F:21].[C:24]([O-:27])([O-])=[O:25].[Cs+].[Cs+].[OH:30]/[CH:31]=[C:32](/[CH2:37][C:38]1[CH:39]=[N:40][N:41]([CH3:43])[CH:42]=1)\[C:33](OC)=O>CN1C(=O)CCC1>[F:21][C:20]([F:23])([F:22])[C:24]([OH:27])=[O:25].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][NH:16][C:17]3[NH:19][CH:33]=[C:32]([CH2:37][C:38]4[CH:39]=[N:40][N:41]([CH3:43])[CH:42]=4)[C:31](=[O:30])[N:18]=3)=[CH:11][CH:10]=2)=[CH:4][C:3]=1[C:20]([F:21])([F:22])[F:23]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 59900369methyl(2Z)-3-hydroxy-2-[(1-methyl-1H-pyrazol-4-yl)methyl]-2-propenoateHCID 178512771HCID 178512771, 화합물

생성물 1

HCID 1784802122-{[(4-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}phenyl)methyl]amino}-5-[(1-methyl-1H-pyrazol-4-yl)methyl]-4(1H)-pyrimidinone trifluoroacetate수율 54.5%

시약·촉매·용매 1

HCID 13387
N-methyl-2-pyrrolidone
용매

반응 조건

온도
130 °C

실험 절차

To the mixture of N-[(4-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}phenyl)methyl]guanidine (150 mg, 0.328 mmol) and Cs2CO3 (428 mg, 1.314 mmol) in NMP (1.5 mL) was added methyl (2Z)-3-hydroxy-2-[(1-methyl-1H-pyrazol-4-yl)methyl]-2-propenoate (77 mg, 0.394 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 (54 mg, 27.3% yield). LCMS: rt=2.88 min, [M+H+]=490

후처리

  1. customPurification via MDAP

출처 및 근거

ORD 기록
ord-91cee2a0c4fd4f1899cd7d072a49acd8
출처 데이터셋
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09174968B2

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