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

HRID 475327ノート

反応式

HRID 475327 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
20 °C

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-af812f5ad6794187ae9e247e4dfa5dae
出典データセット
uspto-grants-2014_01
特許番号
US08637549B2

反応ノート

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