1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 178433764、化合物

HRID 2282226ノート

反応式

HRID 2282226 の反応式
Cl.Cl.[CH3:3][C:4]1[C:16]([C:17]2[S:18][C:19]([C:28]3[N:32]=[CH:31][NH:30][N:29]=3)=[C:20]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[N:21]=2)=[C:7]2[CH:8]=[C:9]([O:12][CH2:13][CH2:14][NH2:15])[CH:10]=[CH:11][N:6]2[N:5]=1.[CH3:33][N:34]1[CH:38]=[C:37]([C:39](O)=[O:40])[N:36]=[CH:35]1.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C>CCOC(C)=O.O.CN(C=O)C>[CH3:33][N:34]1[CH:38]=[C:37]([C:39]([NH:15][CH2:14][CH2:13][O:12][C:9]2[CH:10]=[CH:11][N:6]3[N:5]=[C:4]([CH3:3])[C:16]([C:17]4[S:18][C:19]([C:28]5[N:32]=[CH:31][NH:30][N:29]=5)=[C:20]([C:22]5[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=5)[N:21]=4)=[C:7]3[CH:8]=2)=[O:40])[N:36]=[CH:35]1

参加物

8

反応物 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 5415091-methyl-1H-imidazole-4-carboxylic acidHCID 178433763HCID 178433763、化合物

生成物 1

HCID 178433764HCID 178433764、化合物収率 29.5%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of 2-({2-methyl-3-[4-phenyl-5-(1H-1,2,4-triazol-3-yl)-1,3-thiazol-2-yl]pyrazolo[1,5-a]pyridin-5-yl}oxy)ethanamine di-hydrochloride (100 mg, 0.20 mmol) obtained in Example 73-B(i), TEA (1.5 mL), 1-methyl-1H-imidazole-4-carboxylic acid (120 mg, 0.95 mmol), HOBT (220 mg, 1.6 mmol), EDCI (350 mg, 1.8 mmol) and DMF (10 mL) was stirred at rt for 14 h. To the reaction mixture were added water (200 mL) and EtOAc (200 mL) and the mixture was stirred for 30 min. The organic layer was washed with water and brine, and dried over anhydrous magnesium sulfate. Insoluble materials were removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was washed with EtOAc and diisopropyl ether, and dried to give the title compound (31 mg, 29%) as a yellow solid.

後処理

  1. stirringthe mixture was stirred for 30 min
  2. washThe organic layer was washed with water and brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customInsoluble materials were removed by filtration
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. washThe residue was washed with EtOAc and diisopropyl ether
  7. customdried

出典と根拠

ORDレコード
ord-b2f96d7d21c84672b8b91c3c550f1caf
出典データセット
uspto-grants-2015_09
特許番号
US09139589B2

反応ノート

読み込み中…