5-(4-Fluorophenyl)pyridine-3-carbaldehyde → Sarizotan

HRID 1825292ノート

反応式

HRID 1825292 の反応式
[NH2:1][CH2:2][C@H:3]1[CH2:12][CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[O:4]1.[F:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:21]=[C:22]([CH:26]=O)[CH:23]=[N:24][CH:25]=2)=[CH:16][CH:15]=1.[H][H]>C1COCC1.[Pd]>[F:13][C:14]1[CH:15]=[CH:16][C:17]([C:20]2[CH:21]=[C:22]([CH2:26][NH:1][CH2:2][C@H:3]3[CH2:12][CH2:11][C:10]4[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=4)[O:4]3)[CH:23]=[N:24][CH:25]=2)=[CH:18][CH:19]=1

参加物

6

反応物 3

HCID 98776715-(4-Fluorophenyl)pyridine-3-carbaldehydeHCID 10203113(R)-chroman-2-ylmethanamineHCID 178418361HCID 178418361、化合物

生成物 1

HCID 6918388Sarizotan収率 100%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8028Tetrahydrofuran溶媒

実験手順

5.07 g of (R)-2-aminomethylchroman and 5.00 g of 5-(4-fluorophenyl)-pyridine-3-carbaldehyde are dissolved in 38 ml of THF, and 6 g of 5% palladium on activated carbon are added with stirring. The mixture is hydrogenated at room temperature under atmospheric pressure with stirring. When the take-up of hydrogen is complete, the catalyst is filtered off, giving 8.66 g of (R)-(−)-2-[5-(4-fluorophenyl)-3-pyridylmethylaminomethyl]chroman by removal of the solvent by distillation (68% yield).

後処理

  1. customis hydrogenated at room temperature under atmospheric pressure
  2. stirringwith stirring
  3. filtrationthe catalyst is filtered off

出典と根拠

ORDレコード
ord-36e9814586784b68884e9e6e3a4d730a
出典データセット
uspto-grants-2006_05
特許番号
US07045629B2

反応ノート

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