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N,N-Dimethyl-beta-alaninamide → 3-{3-[5-(2,6-Dimethyl-pyridin-4-yl)-4-methyl-thiazol-2-yl]-ureido}-N,N-dimethyl-propionamide

HRID 1951226
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HRID 1951226 반응식
[CH3:1][C:2]1[CH:7]=[C:6]([C:8]2[S:12][C:11]([NH:13][C:14]([N:16]3[CH:20]=[CH:19]N=C3)=[O:15])=[N:10][C:9]=2[CH3:21])[CH:5]=[C:4]([CH3:22])[N:3]=1.NCC[C:26]([N:28]([CH3:30])[CH3:29])=[O:27]>CN(C=O)C>[CH3:22][C:4]1[CH:5]=[C:6]([C:8]2[S:12][C:11]([NH:13][C:14](=[O:15])[NH:16][CH2:20][CH2:19][C:26]([N:28]([CH3:30])[CH3:29])=[O:27])=[N:10][C:9]=2[CH3:21])[CH:7]=[C:2]([CH3:1])[N:3]=1
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참가 물질

4

반응물 2

HCID 12742480N,N-Dimethyl-beta-alaninamideHCID 86610333Imidazole-1-carboxylic acid [5-(2,6-dimethyl-pyridin-4-yl)-4-methyl-thiazol-2-yl]-amide

생성물 1

HCID 112913913-{3-[5-(2,6-Dimethyl-pyridin-4-yl)-4-methyl-thiazol-2-yl]-ureido}-N,N-dimethyl-propionamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a stirred solution of imidazole-1-carboxylic acid [5-(2,6-dimethyl-pyridin-4-yl)-4-methyl-thiazol-2-yl]-amide (Intermediate BA) (0.05 g, 0.16 mmol) in DMF (1.5 ml) under an inert atmosphere is added 3-amino-N,N-dimethyl-propionamide (Amine) (0.018 g, 0.16 mmol). The reaction mixture is stirred at room temperature for 18 hours. The solvent is removed in vacuo and the resulting crude residue is dissolved in THF and passed through a plug of polymer supported isocyanate resin (0.5 g, pre-washed with THF). The solution is concentrated in vacuo and the crude residue is trituated with ether-ethyl acetate to afford the titled compound as a yellow solid.

후처리

  1. customThe solvent is removed in vacuo
  2. dissolutionthe resulting crude residue is dissolved in THF
  3. concentrationThe solution is concentrated in vacuo

출처 및 근거

ORD 기록
ord-dc7d044396cb4061bbc5120b444a773b
출처 데이터셋
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08404684B2

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