Dichloromethane → Dichloromethane methanol ammonium hydroxide

反応式

[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]

参加物

反応物 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

生成物 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

実験手順

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).

後処理

concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード: ord-b9e2cf3317534b21baf781694008f75d
出典データセット: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08841455B2

反応ノート

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