Hydrochloric Acid → (3-Amino-6-chloropyridin-2-yl)methanol

HRID 475327노트

반응식

HRID 475327 반응식
[NH2:1][C:2]1[C:3]([C:9](O)=[O:10])=[N:4][C:5]([Cl:8])=[CH:6][CH:7]=1.B.C1COCC1.Cl.C([O-])(O)=O.[Na+]>C1COCC1.O>[NH2:1][C:2]1[C:3]([CH2:9][OH:10])=[N:4][C:5]([Cl:8])=[CH:6][CH:7]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 2723981Borane;tetrahydrofuranHCID 533934343-Amino-6-chloropyridine-2-carboxylic acid

생성물 1

HCID 19353056(3-Amino-6-chloropyridin-2-yl)methanol

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
20 °C

실험 절차

3-amino-6-chloro-pyridine-2-carboxylic acid (95 mg, 0.55 mmol) is taken up in THF (1 mL) and combined with BH3-THF complex (2.2 mL, 2.2 mmol, 1 M in THF). The reaction mixture is stirred for 2 d at 20° C. The reaction is ended with dilute HCl and H2O, then neutralised with NaHCO3, extracted with EtOAc, the organic phase is dried on MgSO4, the solvent is eliminated in vacuo and (3-amino-6-chloro-pyridin-2-yl)-methanol is obtained (HPLC-MS: tRet.=0.79 min, MS(M+H)+=159; method AFEC).

후처리

  1. extractionextracted with EtOAc
  2. customthe organic phase is dried on MgSO4

출처 및 근거

ORD 기록
ord-af812f5ad6794187ae9e247e4dfa5dae
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08637549B2

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