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Nitrogen → tert-Butyl 5-(2-(3-hydroxyphenyl)-7-methoxy-6-(2-methoxyethoxy)quinazolin-4-ylamino)-1H-indazole-1-carboxylate

HRID 1407022
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HRID 1407022 반응식
C([O:8][C:9]1[CH:10]=[C:11]([C:15]2[N:24]=[C:23]([NH:25][C:26]3[CH:27]=[C:28]4[C:32](=[CH:33][CH:34]=3)[N:31]([C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])[N:30]=[CH:29]4)[C:22]3[C:17](=[CH:18][C:19]([O:47][CH3:48])=[C:20]([O:42][CH2:43][CH2:44][O:45][CH3:46])[CH:21]=3)[N:16]=2)[CH:12]=[CH:13][CH:14]=1)C1C=CC=CC=1.N#N>CO.COCCOC.[Pd]>[OH:8][C:9]1[CH:10]=[C:11]([C:15]2[N:24]=[C:23]([NH:25][C:26]3[CH:27]=[C:28]4[C:32](=[CH:33][CH:34]=3)[N:31]([C:35]([O:37][C:38]([CH3:40])([CH3:41])[CH3:39])=[O:36])[N:30]=[CH:29]4)[C:22]3[C:17](=[CH:18][C:19]([O:47][CH3:48])=[C:20]([O:42][CH2:43][CH2:44][O:45][CH3:46])[CH:21]=3)[N:16]=2)[CH:12]=[CH:13][CH:14]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 947NitrogenHCID 59361896tert-butyl 5-(2-(3-(benzyloxy)phenyl)-7-methoxy-6-(2-methoxyethoxy)quinazolin-4-ylamino)-1H-indazole-1-carboxylate

생성물 1

HCID 59361970tert-Butyl 5-(2-(3-hydroxyphenyl)-7-methoxy-6-(2-methoxyethoxy)quinazolin-4-ylamino)-1H-indazole-1-carboxylate수율 97%

시약·촉매·용매 3

HCID 23938Palladium촉매
HCID 887
Methanol
용매
HCID 80711,2-Dimethoxyethane용매

실험 절차

A suspension of tert-butyl 5-(2-(3-(benzyloxy)phenyl)-7-methoxy-6-(2-methoxyethoxy)quinazolin-4-ylamino)-1H-indazole-1-carboxylate (2.70 g, 4.17 mmol) in MeOH (400 mL) and DME (200 mL) was added Pd/C (10%, wet, 0.500 g) under an atmosphere of N2. The N2 was exchanged for H2 and the mixture was stirred under an atmosphere of H2 (balloon pressure) overnight. The mixture was filtered through a pad of Celite® and the filtrate was concentrated in vacuo to give tert-Butyl 5-(2-(3-hydroxyphenyl)-7-methoxy-6-(2-methoxyethoxy)quinazolin-4-ylamino)-1H-indazole-1-carboxylate (2.25 g, 4.04 mmol, 97%). MS 558 (M+1). HPLC retention time 6.44 mins.

후처리

  1. filtrationThe mixture was filtered through a pad of Celite®
  2. concentrationthe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-bdee011b82ab46d8a203eb366df38020
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08916576B2

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