Hydrogen Bromide → HCID 70004542, 화합물

HRID 580902노트

반응식

HRID 580902 반응식
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]

참가 물질

5

반응물 2

HCID 260Hydrogen BromideHCID 70004170HCID 70004170, 화합물

생성물 1

HCID 70004542HCID 70004542, 화합물수율 44%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-01d55b390ad14d72ae1b0c5a54fde133
출처 데이터셋
uspto-grants-1999_07
특허 번호
US05919788

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