4-Methylmorpholine → HCID 58546825、化合物

HRID 1850288ノート

反応式

HRID 1850288 の反応式
[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

参加物

8

反応物 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

生成物 1

HCID 58546825HCID 58546825、化合物収率 91.5%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-288ce9213f6a4b7188cd6a25e6930c9b
出典データセット
uspto-grants-2015_02
特許番号
US08957073B2

反応ノート

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