Sodium Bicarbonate → rac-5-{[2-(5-Fluoro-2-hydroxyphenyl)ethyl]amino}-5,6,7,8-tetrahydroquinoline-2-carboxylic acid

HRID 875328ノート

反応式

HRID 875328 の反応式
[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:23]C)=[C:6]([CH2:8][CH2:9][NH:10][CH:11]2[CH2:20][CH2:19][CH2:18][C:17]3[N:16]=[C:15](C#N)[CH:14]=[CH:13][C:12]2=3)[CH:7]=1.[C:25](=[O:28])(O)[O-:26].[Na+]>Br.O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([OH:23])=[C:6]([CH2:8][CH2:9][NH:10][CH:11]2[CH2:20][CH2:19][CH2:18][C:17]3[N:16]=[C:15]([C:25]([OH:26])=[O:28])[CH:14]=[CH:13][C:12]2=3)[CH:7]=1

参加物

5

反応物 2

HCID 516892Sodium BicarbonateHCID 89940804rac-5-{[2-(5-Fluoro-2-methoxyphenyl)ethyl]amino}-5,6,7,8-tetrahydroquinoline-2-carbonitrile

生成物 1

HCID 89940808rac-5-{[2-(5-Fluoro-2-hydroxyphenyl)ethyl]amino}-5,6,7,8-tetrahydroquinoline-2-carboxylic acid

試薬・触媒・溶媒 2

HCID 260Hydrogen Bromide溶媒HCID 962Water溶媒

実験手順

72.8 g (223.73 mmol) of rac-5-{[2-(5-fluoro-2-methoxyphenyl)ethyl]amino}-5,6,7,8-tetrahydroquinoline-2-carbonitrile were taken up in 360 ml of hydrobromic acid (48% in water) and initially stirred at boiling point for 12 h, then cooled to room temperature and allowed to stand at this temperature overnight. The reaction solution was then diluted with 400 ml of water and adjusted to pH 6 using saturated sodium bicarbonate solution. The crystals formed were filtered off with suction, washed with water and dried under reduced pressure at 50° C. This gave 59 g (178.59 mmol, 80% of theory) of the target compound.

後処理

  1. customfor 12 h
  2. customto stand at this temperature overnight
  3. customThe crystals formed
  4. filtrationwere filtered off with suction
  5. washwashed with water
  6. customdried under reduced pressure at 50° C

出典と根拠

ORDレコード
ord-84345edf12d04a32a106081dbec76061
出典データセット
uspto-grants-2015_03
特許番号
US08981104B2

反応ノート

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