Formic Acid → 2-(6,7-difluoro-1H-benzimidazol-1-yl)ethanol

HRID 419932ノート

反応式

HRID 419932 の反応式
[NH2:1][C:2]1[C:7]([NH:8][CH2:9][CH2:10][OH:11])=[C:6]([F:12])[C:5]([F:13])=[CH:4][CH:3]=1.[CH:14](O)=O>>[F:13][C:5]1[CH:4]=[CH:3][C:2]2[N:1]=[CH:14][N:8]([CH2:9][CH2:10][OH:11])[C:7]=2[C:6]=1[F:12]

参加物

3

反応物 2

HCID 284Formic AcidHCID 579390152-[(6-Amino-2,3-difluorophenyl)amino]ethanol

生成物 1

HCID 579390212-(6,7-difluoro-1H-benzimidazol-1-yl)ethanol

実験手順

A solution of 2-[(6-amino-2,3-difluorophenyl)amino]ethanol in 100 ml of formic acid is heated at 100° C. for 2 hours. The reaction is concentrated to dryness, taken into 100 ml of 2 N NH3 in ethanol and stirred for 2.5 hrs. The reaction is concentrated and taken into ethyl acetate. The resulting precipitate is collected by filtration and rinsed with cold ethyl acetate. The mother liquor is concentrated and purified by silica gel flash chromatography using ethyl acetate/heptane. The combined yield is 3.2 g or 93% for two steps based on 3.8 g of 2-[(2,3-difluoro-6-nitrophenyl)amino]ethanol.

後処理

  1. concentrationThe reaction is concentrated to dryness
  2. concentrationThe reaction is concentrated
  3. filtrationThe resulting precipitate is collected by filtration
  4. washrinsed with cold ethyl acetate
  5. concentrationThe mother liquor is concentrated
  6. custompurified by silica gel flash chromatography

出典と根拠

ORDレコード
ord-63dda61e174b4e32ba0395fce8589eda
出典データセット
uspto-grants-2012_01
特許番号
US08093402B2

反応ノート

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