4-Methylmorpholine → HCID 58546825, 화합물

HRID 1850288노트

반응식

HRID 1850288 반응식
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=[C:3]1[C:11]([OH:13])=O.Cl.[NH:15]1[CH2:18][CH:17]([C:19]2[C:24]([Cl:25])=[N:23][CH:22]=[CH:21][N:20]=2)[CH2:16]1.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.CN1CCOCC1>CN(C=O)C.O>[Cl:25][C:24]1[C:19]([CH:17]2[CH2:18][N:15]([C:11]([C:3]3[N:2]([CH3:1])[C:6]4[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=4[N:4]=3)=[O:13])[CH2:16]2)=[N:20][CH:21]=[CH:22][N:23]=1

참가 물질

8

반응물 5

HCID 79724-MethylmorpholineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 31597051-Methyl-1H-benzimidazole-2-carboxylic acidHCID 717437842-(Azetidin-3-YL)-3-chloropyrazine hydrochloride

생성물 1

HCID 58546825HCID 58546825, 화합물수율 91.5%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

A mixture of 1-methyl-1H-benzoimidazole-2-carboxylic acid (82) (176 mg, 1.0 mmol), 2-Azetidin-3-yl-3-chloro-pyrazine hydrochloride (8) (169 mg, 1.0 mmol), HOBt (151 mg, 1.2 mmol), EDCI (231 mg, 1.2 mmol) and N-methyl-morpholine (NMM) (300 mg, 3.0 mmol) in DMF (5 mL) was stirred at RT for 24 h. The mixture was diluted with water (20 mL), and filtered. The filter cake was washed with water and dried in vacuo to provide [3-(3-chloro-pyrazin-2-yl)-azetidin-1-yl]-(1-methyl-1H-benzoimidazol-2-yl)-methanone (83) (300 mg, yield 90%).

후처리

  1. filtrationfiltered
  2. washThe filter cake was washed with water
  3. customdried in vacuo

출처 및 근거

ORD 기록
ord-288ce9213f6a4b7188cd6a25e6930c9b
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08957073B2

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