Potassium Carbonate → methyl-(R)-4-(1-carbamoylpropylamino)butyrate

HRID 2197660노트

반응식

HRID 2197660 반응식
Br[C@@H:2]([CH2:6][CH3:7])[C:3]([NH2:5])=[O:4].C(=O)([O-])[O-].[K+].[K+].Cl.[CH3:15][O:16][C:17](=[O:22])[CH2:18][CH2:19][CH2:20][NH2:21]>C(#N)C>[CH3:15][O:16][C:17](=[O:22])[CH2:18][CH2:19][CH2:20][NH:21][C@@H:2]([C:3](=[O:4])[NH2:5])[CH2:6][CH3:7]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 27563834-Aminobutyric acid methyl ester hydrochlorideHCID 51414846(S)-2-bromobutyramide

생성물 1

HCID 59650081methyl-(R)-4-(1-carbamoylpropylamino)butyrate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
60 °C

실험 절차

A mixture of (S)-2-bromobutyramide (IIh) (optical purity>98.4%; 0.25 g, 1.5 mmol), potassium carbonate (1.1 g, 8.0 mmol, 5 equiv.) and methyl-4-aminobutyrate hydrochloride (0.46 g, 3.0 mmol, 2 equiv.) is diluted in 5 ml (15 vol.) of acetonitrile and heated at 60° C. for until complete conversion. After 43 hours (GC: >90% conversion), the mixture is cooled to room temperature and filtered. The cake is rinsed with acetonitrile (20 ml) and the combined filtrates are concentrated to dryness under reduce pressure. The crude product is used directly in the subsequent step.

후처리

  1. temperaturethe mixture is cooled to room temperature
  2. filtrationfiltered
  3. washThe cake is rinsed with acetonitrile (20 ml)
  4. concentrationthe combined filtrates are concentrated to dryness

출처 및 근거

ORD 기록
ord-b518c0eaa8d34c00a317dac27ef069c7
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08338621B2

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