Sodium Bicarbonate → HCID 86637508, 화합물

HRID 1676800노트

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HRID 1676800 반응식
[CH2:1]([O:3][C:4](=[O:17])[C:5]([F:16])([F:15])[CH2:6][NH:7][CH2:8][CH2:9][C:10]1[S:11][CH:12]=[CH:13][CH:14]=1)[CH3:2].[Cl:18][C:19]1[N:24]=[C:23](Cl)[C:22]([N+:26]([O-:28])=[O:27])=[CH:21][N:20]=1.C(=O)(O)[O-].[Na+]>C(OCC)(=O)C>[CH2:1]([O:3][C:4](=[O:17])[C:5]([F:15])([F:16])[CH2:6][N:7]([C:21]1[C:22]([N+:26]([O-:28])=[O:27])=[CH:23][N:24]=[C:19]([Cl:18])[N:20]=1)[CH2:8][CH2:9][C:10]1[S:11][CH:12]=[CH:13][CH:14]=1)[CH3:2]

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 5212662,4-Dichloro-5-nitropyrimidineHCID 58014980HCID 58014980, 화합물

생성물 1

HCID 86637508HCID 86637508, 화합물수율 98.3%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매2회

실험 절차

A solution of 0.98 g (0.0037 mole) of 2,2-difluoro-3-(2-thiophen-2-yl-ethylamino)-propionic acid ethyl ester in 1 mL of ethyl acetate was added over 5 minutes to a cooled (0 degrees) mixture of 0.72 g (0.0037 mole) of 2,4-dichloro-5-nitro-pyrimidine, 1.3 g (0.15 mole) of sodium bicarbonate and 10 mL of ethyl acetate. The cooling bath was removed and the mixture stirred for 17 hours at room temperature. Activated charcoal was added and after stirring briefly, the mixture was filtered through a pad of Celite, washing the filter pad with ethyl acetate. The filtrate was concentrated under reduced pressure to give 1.53 g of 3-[(2-chloro-5-nitro-pyrimidin-4-yl)-(2-thiophen-2-yl-ethyl)-amino]-2,2-difluoro-propionic acid ethyl ester (IV-269) as a yellow thick oil. This material was used directly in the next step without further purification.

후처리

  1. temperaturea cooled
  2. customThe cooling bath was removed
  3. additionActivated charcoal was added
  4. stirringafter stirring briefly
  5. filtrationthe mixture was filtered through a pad of Celite
  6. washwashing the filter pad with ethyl acetate
  7. concentrationThe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-6501b509f02843aa8bbdcd470733dded
출처 데이터셋
uspto-grants-2011_08
특허 번호
US08003785B2

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