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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Hydrochloric Acid → N-(5-(3,4-Difluorobenzylcarbamoyl)-2-fluorophenyl)-7-(6-(2-(pyrrolidin-1-yl)ethoxy)pyridin-3-yl)imidazo[1,2-a]pyridine-3-carboxamide Hydrochloride

HRID 335281
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HRID 335281 반응식
[N:1]1([CH2:6][CH2:7][OH:8])[CH2:5][CH2:4][CH2:3][CH2:2]1.[H-].[Na+].[Cl:11][C:12]1[N:17]=[CH:16][C:15]([C:18]2[CH:23]=[CH:22][N:21]3[C:24]([C:27]([NH:29][C:30]4[CH:35]=[C:34]([C:36](=[O:47])[NH:37][CH2:38][C:39]5[CH:44]=[CH:43][C:42]([F:45])=[C:41]([F:46])[CH:40]=5)[CH:33]=[CH:32][C:31]=4[F:48])=[O:28])=[CH:25][N:26]=[C:20]3[CH:19]=2)=[CH:14][CH:13]=1.Cl>C1(C)C=CC=CC=1.CO.C(OCC)C>[ClH:11].[F:46][C:41]1[CH:40]=[C:39]([CH:44]=[CH:43][C:42]=1[F:45])[CH2:38][NH:37][C:36]([C:34]1[CH:33]=[CH:32][C:31]([F:48])=[C:30]([NH:29][C:27]([C:24]2[N:21]3[CH:22]=[CH:23][C:18]([C:15]4[CH:16]=[N:17][C:12]([O:8][CH2:7][CH2:6][N:1]5[CH2:5][CH2:4][CH2:3][CH2:2]5)=[CH:13][CH:14]=4)=[CH:19][C:20]3=[N:26][CH:25]=2)=[O:28])[CH:35]=1)=[O:47]
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참가 물질

8

반응물 4

HCID 313Hydrochloric Acid2회HCID 24758Sodium hydrideHCID 762881-PyrrolidineethanolHCID 866956757-(6-Chloropyridin-3-yl)-N-(5-(3,4-difluorobenzylcarbamoyl)-2-fluorophenyl)imidazo[1,2-a]pyridine-3-carboxamide

생성물 1

HCID 71283374N-(5-(3,4-Difluorobenzylcarbamoyl)-2-fluorophenyl)-7-(6-(2-(pyrrolidin-1-yl)ethoxy)pyridin-3-yl)imidazo[1,2-a]pyridine-3-carboxamide Hydrochloride

시약·촉매·용매 3

HCID 887Methanol용매HCID 1140Toluene용매HCID 3283Diethyl Ether용매2회

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온도
60 °C

실험 절차

A solution of 2-(pyrrolidin-1-yl)ethanol (30.5 mg, 0.265 mmol) and sodium hydride (6.36 mg, 0.265 mmol) in toluene (442 μl) was stirred at RT for 30 mins and treated with 7-(6-chloropyridin-3-yl)-N-(5-(3,4-difluorobenzylcarbamoyl)-2-fluorophenyl)imidazo[1,2-a]pyridine-3-carboxamide (step 1). The reaction mixture was heated at 60° C. for 1 hour and the reaction was quenched with wet MeOH. Purification of the mixture by chromatography on silica eluting with 0-20% (2M NH3 in MeOH)/DCM afforded a yellow solid. The solid was dissolved in MeOH and treated with 2M HCl in diethyl ether (1 eq). The solvent was removed in vacuo and purification of the crude product by chromatography on silica eluting with 2M NH3 in MeOH/TBME afforded a solid. The solid was treated again with 2M HCl in diethyl ether and concentrated in vacuo to afford the title compound;

후처리

  1. customthe reaction was quenched with wet MeOH
  2. customPurification of the mixture by chromatography on silica eluting with 0-20% (2M NH3 in MeOH)/DCM
  3. customafforded a yellow solid
  4. customThe solvent was removed in vacuo and purification of the crude product by chromatography on silica eluting with 2M NH3 in MeOH/TBME
  5. customafforded a solid
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-3f0a3266c4bd436396124fc4728186e8
출처 데이터셋
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08883819B2

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