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Triethylamine → Ethyl 4-(5-(4-(4-methoxybenzyloxy)-2-(pyridin-2-yl)pyrimidin-5-yl)isoxazol-3-yl)phenyl(methyl)phosphinate

HRID 1525345
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HRID 1525345 반응식
Cl/[C:2](=[N:15]\[OH:16])/[C:3]1[CH:8]=[CH:7][C:6]([P:9]([CH3:14])(=[O:13])[O:10][CH2:11][CH3:12])=[CH:5][CH:4]=1.[C:17]([C:19]1[C:20]([O:31][CH2:32][C:33]2[CH:38]=[CH:37][C:36]([O:39][CH3:40])=[CH:35][CH:34]=2)=[N:21][C:22]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][N:26]=2)=[N:23][CH:24]=1)#[CH:18].C(N(CC)CC)C>C1COCC1>[CH3:40][O:39][C:36]1[CH:35]=[CH:34][C:33]([CH2:32][O:31][C:20]2[C:19]([C:17]3[O:16][N:15]=[C:2]([C:3]4[CH:8]=[CH:7][C:6]([P:9]([CH3:14])(=[O:13])[O:10][CH2:11][CH3:12])=[CH:5][CH:4]=4)[CH:18]=3)=[CH:24][N:23]=[C:22]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][N:26]=3)[N:21]=2)=[CH:38][CH:37]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 894627915-Ethynyl-4-(4-methoxybenzyloxy)-2-(pyridin-2-yl)pyrimidineHCID 89470837(1Z)-4-[ethoxy(methyl)phosphoryl]-N-hydroxybenzenecarboximidoyl chloride

생성물 1

HCID 89462877Ethyl 4-(5-(4-(4-methoxybenzyloxy)-2-(pyridin-2-yl)pyrimidin-5-yl)isoxazol-3-yl)phenyl(methyl)phosphinate수율 55.3%

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

실험 절차

A mixture of compound 38-e (750 mg, 2.8 mmol), compound 37-j (820 mg, 2.6 mmol) and triethylamine (780 mg, 7.8 mmol) in THF (20 mL) was stirred at room temperature for 12 h. The resulting mixture was concentrated under reduce pressure, purified by column chromatography on silica gel (DCM:MeOH=30:1) to give compound 38-f (780 mg). LC-MS 543 [M+H]+

후처리

  1. concentrationThe resulting mixture was concentrated
  2. custompurified by column chromatography on silica gel (DCM:MeOH=30:1)

출처 및 근거

ORD 기록
ord-8f8afb4fc5d14e648ba032f0f43b34bc
출처 데이터셋
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09079930B2

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