Dichloromethane → Dichloromethane methanol ammonium hydroxide

HRID 79332노트

반응식

[CH2:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[NH:12][C:13]([C:15]2[N:19]3[CH:20]=[CH:21][C:22]([O:24][C@@H:25]4[C@@H:29]([OH:30])[CH2:28][N:27](C(OC(C)(C)C)=O)[CH2:26]4)=[CH:23][C:18]3=[N:17][CH:16]=2)=[O:14])[N:5]([CH2:38][C:39]2[CH:44]=[CH:43][CH:42]=[C:41]([CH3:45])[N:40]=2)[N:4]=1)[CH3:2].C(O)(C(F)(F)F)=[O:47].[CH2:53]([Cl:55])[Cl:54]>>[CH2:53]([Cl:55])[Cl:54].[CH3:13][OH:14].[NH4+:4].[OH-:47].[CH2:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[NH:12][C:13]([C:15]2[N:19]3[CH:20]=[CH:21][C:22]([O:24][C@@H:25]4[C@@H:29]([OH:30])[CH2:28][NH:27][CH2:26]4)=[CH:23][C:18]3=[N:17][CH:16]=2)=[O:14])[N:5]([CH2:38][C:39]2[CH:44]=[CH:43][CH:42]=[C:41]([CH3:45])[N:40]=2)[N:4]=1)[CH3:2]

참가 물질

반응물 3

HCID 6344Dichloromethane

HCID 6422Trifluoroacetic acid

HCID 67259560(3S,4S)-tert-butyl 3-(3-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-ylcarbamoyl)imidazo[1,2-a]pyridin-7-yloxy)-4-hydroxypyrrolidine-1-carboxylate

생성물 2

HCID 21896990Dichloromethane methanol ammonium hydroxide

HCID 67260210N-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl)-7-((3S,4S)-4-hydroxypyrrolidin-3-yloxy)imidazo[1,2-a]pyridine-3-carboxamide

실험 절차

To (3S,4S)-tert-butyl 3-(3-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-ylcarbamoyl)imidazo[1,2-a]pyridin-7-yloxy)-4-hydroxypyrrolidine-1-carboxylate (22 mg, 0.036 mmol) in DCM (1 mL) was added TFA (1 mL). The reaction mixture was stirred for one hour, and then concentrated under reduced pressure. Silica gel chromatography (DCM/MeOH/NH4OH 10:1:0.1) provided the desired product (10 mg). MS (ES+APCI) m/z=512 (M+H).

후처리

concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록: ord-b9e2cf3317534b21baf781694008f75d
출처 데이터셋: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08841455B2

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