Ammonium formate → HCID 23003986, 화합물

HRID 396728노트

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HRID 396728 반응식
[C:1]([NH:8][C@@H:9]([CH2:14][C:15]1[CH:16]=[C:17]2[C:22](=[CH:23][CH:24]=1)[N:21]=[CH:20][CH:19]=[CH:18]2)[C:10]([O:12][CH3:13])=[O:11])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].C([O-])=O.[NH4+]>C(O)C.[Pd]>[C:1]([NH:8][CH:9]([CH2:14][C:15]1[CH:16]=[C:17]2[C:22](=[CH:23][CH:24]=1)[NH:21][CH2:20][CH2:19][CH2:18]2)[C:10]([O:12][CH3:13])=[O:11])([O:3][C:4]([CH3:6])([CH3:7])[CH3:5])=[O:2]

참가 물질

5

반응물 2

HCID 2723923Ammonium formate2회HCID 86685771methyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-(quinolin-6-yl)propanoate

생성물 1

HCID 23003986HCID 23003986, 화합물수율 98.8%

시약·촉매·용매 2

HCID 23938Palladium촉매2회HCID 702Ethanol용매

실험 절차

A solution of methyl (S) 2-(N-boc-amino)-3-quinolin-6-yl-propionate [3.8 g, Reference Example 20(a)] in ethanol (100 ml) at 60° C. was treated with ammonium formate (10 g) and 10% palladium on charcoal (500 mg). After stirring at 60° C. further ammonium formate (about 5 g) and palladium on charcoal (about 250 mg) were added, and this was repeated at 30 minute intervals for a further 2 hours, at which time TLC analysis indicated the reaction was complete. After cooling to room temperature the mixture was filtered through Celite to remove spent catalyst, and the filtrate was evaporated. The residue was partitioned between ethyl acetate (200 ml) and sodium bicarbonate solution (200 ml). The organic phase was dried and evaporated to give the title compound (3.8 g) as a colourless oil which slowly crystallised on standing.

후처리

  1. additionwere added
  2. waitintervals for a further 2 hours
  3. filtrationwas filtered through Celite
  4. customto remove
  5. customthe filtrate was evaporated
  6. customThe residue was partitioned between ethyl acetate (200 ml) and sodium bicarbonate solution (200 ml)
  7. customThe organic phase was dried
  8. customevaporated

출처 및 근거

ORD 기록
ord-ad8bdba56cd04734810cac81032fc0b2
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06608084B1

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