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Ammonium formate → HCID 56593958, 화합물

HRID 1174165
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HRID 1174165 반응식
[CH2:1]([C@H:8]([NH:43][C:44](=[O:50])[O:45][C:46]([CH3:49])([CH3:48])[CH3:47])[CH2:9][C@H:10]([OH:42])[C@@H:11]([N:27](CC1C=CC=CC=1)CC1C=CC=CC=1)[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19]CC2C=CC=CC=2)=[CH:15][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O-])=O.[NH4+]>C1COCC1.[Pd]>[NH2:27][C@@H:11]([CH2:12][C:13]1[CH:14]=[CH:15][C:16]([OH:19])=[CH:17][CH:18]=1)[C@@H:10]([OH:42])[CH2:9][C@@H:8]([NH:43][C:44](=[O:50])[O:45][C:46]([CH3:49])([CH3:48])[CH3:47])[CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 56593957HCID 56593957, 화합물

생성물 1

HCID 56593958HCID 56593958, 화합물수율 82.8%

시약·촉매·용매 2

HCID 23938Palladium촉매2회HCID 8028Tetrahydrofuran용매

실험 절차

A solution containing the product from Example 23E (12.3 g, 18.4 mmol) in THF (169 mL) was treated with 10% Pd on carbon (2.5 g) and ammonium formate (6.9 g, 109.4 mmol) and the mixture was heated at reflux for 1.5 hours. Additional 10% Pd on carbon (1.25 g) and NH4CO2H (3.45 g) were added and the mixture was heated at reflux for 2.5 hours. The reaction was concentrated and partitioned between chloroform and water and the solution was adjusted to pH 10 with NaHCO3 solution. The organic phase was washed with brine and dried over MgSO4, filtered and concentrated to give the title compound (6.1 g, 82% yield), which was used without further purification.

후처리

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 1.5 hours
  3. temperaturethe mixture was heated
  4. temperatureat reflux for 2.5 hours
  5. concentrationThe reaction was concentrated
  6. custompartitioned between chloroform and water
  7. washThe organic phase was washed with brine
  8. dry with materialdried over MgSO4
  9. filtrationfiltered
  10. concentrationconcentrated

출처 및 근거

ORD 기록
ord-7ffc918f13ff404b9f33357245e77058
출처 데이터셋
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07834043B2

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