Hydrogen Bromide → HCID 70004542、化合物

HRID 580902ノート

反応式

HRID 580902 の反応式
Br.[Br:2][CH2:3][CH2:4][C:5]1[C:10](=[O:11])[N:9]2[CH:12]=[CH:13][CH:14]=[C:15]([OH:16])[C:8]2=[N:7][C:6]=1[CH3:17].Br>CO.[Pd]>[Br:2][CH2:3][CH2:4][C:5]1[C:10](=[O:11])[N:9]2[CH2:12][CH2:13][CH2:14][CH:15]([OH:16])[C:8]2=[N:7][C:6]=1[CH3:17]

参加物

5

反応物 2

HCID 260Hydrogen BromideHCID 70004170HCID 70004170、化合物

生成物 1

HCID 70004542HCID 70004542、化合物収率 44%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

A mixture of intermediate 15 (55 g) and hydrobromic acid (48%) (55 g) in methanol (700 ml) was hydrogenated with palladium on activated carbon (10%) (5 g) as a catalyst. After completion, the precipitate was filtered off and the filtrate evaporated. Ammonium hydroxide was added to the residue which was subsequently extracted with CHCl3. The separated organic layer was dried and evaporated. The residue was purified by column chromatography over silica gel (eluent: CHCl3 /CH3OH 90/10). The pure fractions were collected, the solvent was evaporated and the residue was recrystallized from 4-methyl-2-pentanone, yielding 17 g (44%) of (±)-6,7,8,9-tetrahydro-3-(2-bromoethyl)-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one (intermediate 16).

後処理

  1. filtrationAfter completion, the precipitate was filtered off
  2. customthe filtrate evaporated
  3. additionAmmonium hydroxide was added to the residue which
  4. extractionwas subsequently extracted with CHCl3
  5. customThe separated organic layer was dried
  6. customevaporated
  7. customThe residue was purified by column chromatography over silica gel (eluent: CHCl3 /CH3OH 90/10)
  8. customThe pure fractions were collected
  9. customthe solvent was evaporated
  10. customthe residue was recrystallized from 4-methyl-2-pentanone

出典と根拠

ORDレコード
ord-01d55b390ad14d72ae1b0c5a54fde133
出典データセット
uspto-grants-1999_07
特許番号
US05919788

反応ノート

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