홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Tert-butyl 2-((4-amino-3-methoxyphenyl)(methyl)amino)acetate → Tert-butyl 2-((4-(5-chloro-4-(8-fluoroimidazo[1,2-a]pyridin-3-yl)pyrimidin-2-ylamino)-3-methoxyphenyl)(methyl)amino)acetate

HRID 161
노트
인쇄 미리보기

반응식

HRID 161 반응식
COc1cc(N(C)CC(=O)OC(C)(C)C)ccc1N.Fc1cccn2c(-c3nc(Cl)ncc3Cl)cnc12>C1COCCO1.CC(=O)O.CC(=O)O.O=P([O-])([O-])[O-].[K+].[K+].[K+].[Pd].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>COc1cc(N(C)CC(=O)OC(C)(C)C)ccc1Nc1ncc(Cl)c(-c2cnc3c(F)cccn23)n1
참가 물질반응 조건실험 절차출처 및 근거반응 노트

참가 물질

7

반응물 2

HCID 68592384Tert-butyl 2-((4-amino-3-methoxyphenyl)(methyl)amino)acetateHCID 866411723-(2,5-Dichloropyrimidin-4-yl)-8-fluoroimidazo[1,2-a]pyridine

생성물 1

HCID 68590793Tert-butyl 2-((4-(5-chloro-4-(8-fluoroimidazo[1,2-a]pyridin-3-yl)pyrimidin-2-ylamino)-3-methoxyphenyl)(methyl)amino)acetate수율 43.05%

시약·촉매·용매 4

HCID 62657Potassium Phosphate, Tribasic시약
HCID 634876
Binap, (A+-)-
촉매
HCID 4144353Palladium (II) acetate촉매
HCID 312751,4-Dioxane용매

반응 조건

온도
100 °C

실험 절차

A microwave tube was charged with diacetoxypalladium (11.18 mg, 0.05 mmol), potassium phosphate (529 mg, 2.49 mmol),2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (62.0 mg, 0.10 mmol), 3-(2,5-dichloropyrimidin-4-yl)-8-fluoroimidazo[1,2-a]pyridine (282 mg, 1.00 mmol) purged with nitrogen. Dioxane (4.5 ml) was added followed by tert-butyl 2-((4-amino-3-methoxyphenyl)(methyl)amino)acetate (292 mg, 1.10 mmol). The resulting suspension was purged again and was heated at 100 °C for 1h30. After cooling, the mixture was filtered through a pad of Dicalite speed plus and washed with dichloromethane. The solvent were evaporated. PBO-01970-51-01 The crude product was purified by flash chromatography on silica gel (Merck cartridge SVF D26 - SI60 15-40µm - 30g) eluting with 0 up to 50% EtOAc in petroleum ether. Collected fractions were evaporated to afford tert-butyl 2-((4-(5-chloro-4-(8-fluoroimidazo[1,2-a]pyridin-3-yl)pyrimidin-2-ylamino)-3-methoxyphenyl)(methyl)amino)acetate (220 mg, 43.1 %) as a clear yellow solid. PBO-01970-51-02

출처 및 근거

ORD 기록
ord-e759d69f11ae4651a16a93e70cd9c7e3
출처 데이터셋
750 AstraZeneca ELN dataset
원본 링크
출처 보기

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차출처 및 근거반응 노트