Lithium aluminum hydride → 6-[(3-Chloro-pyridin-4-ylmethyl)-amino]pyridin-3-yl-methanol

HRID 1024259노트

반응식

HRID 1024259 반응식
C[O:2][C:3](=O)[C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH2:11][C:12]2[CH:17]=[CH:16][N:15]=[CH:14][C:13]=2[Cl:18])=[N:6][CH:5]=1.[AlH4-].[Li+].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[Cl:18][C:13]1[CH:14]=[N:15][CH:16]=[CH:17][C:12]=1[CH2:11][NH:10][C:7]1[N:6]=[CH:5][C:4]([CH2:3][OH:2])=[CH:9][CH:8]=1

참가 물질

5

반응물 3

HCID 28112Lithium aluminum hydrideHCID 62649Sodium sulfate decahydrateHCID 576192956-[(3-Chloro-pyridin-4-ylmethyl)-amino]-nicotinic acid methyl ester

생성물 1

HCID 576192366-[(3-Chloro-pyridin-4-ylmethyl)-amino]pyridin-3-yl-methanol수율 56%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To 6-[(3-chloro-pyridin-4-ylmethyl)-amino]-nicotinic acid methyl ester (555, 1.00 g, 3.60 mmol) in tetrahydrofuran (120 mL) was added a solution of lithium tetrahydroaluminate (1.00M in tetrahydrofuran, 5.00 mL) under an atmosphere of nitrogen at room temperature. The reaction was stirred at room temperature overnight, followed with addition of sodium sulfate decahydrate. After 1 hour, the reaction mixture was filtered, concentrated, and purified with silica gel column chromatography eluting with 2% to 20% methanol in dichloromethane to give the desired compound as a white solid (556, 0.5 g, 56%). MS (ESI) [M+H+]+=250.1.

후처리

  1. waitAfter 1 hour
  2. filtrationthe reaction mixture was filtered
  3. concentrationconcentrated
  4. custompurified with silica gel column chromatography
  5. washeluting with 2% to 20% methanol in dichloromethane

출처 및 근거

ORD 기록
ord-7a72b6f7747e4d859a29f132045db877
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722702B2

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