1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 4-(3,4-Dimethoxyphenyl)-N-{4-[(1,2,3,4-tetrahydro-3-methyl-1-(2-methylpropyl)-2,4-dioxothieno[2,3-d]pyrimidin-6-yl)methyl]phenyl}-butanamide

HRID 567928ノート

反応式

HRID 567928 の反応式
C(N=C=NCCCN(C)C)C.ON1C2C=CC=CC=2N=N1.[CH3:22][O:23][C:24]1[CH:25]=[C:26]([CH2:32][CH2:33][CH2:34][C:35]([OH:37])=O)[CH:27]=[CH:28][C:29]=1[O:30][CH3:31].[NH2:38][C:39]1[CH:44]=[CH:43][C:42]([CH2:45][C:46]2[S:61][C:49]3[N:50]([CH2:57][CH:58]([CH3:60])[CH3:59])[C:51](=[O:56])[N:52]([CH3:55])[C:53](=[O:54])[C:48]=3[CH:47]=2)=[CH:41][CH:40]=1>ClCCl>[CH3:22][O:23][C:24]1[CH:25]=[C:26]([CH2:32][CH2:33][CH2:34][C:35]([NH:38][C:39]2[CH:44]=[CH:43][C:42]([CH2:45][C:46]3[S:61][C:49]4[N:50]([CH2:57][CH:58]([CH3:59])[CH3:60])[C:51](=[O:56])[N:52]([CH3:55])[C:53](=[O:54])[C:48]=4[CH:47]=3)=[CH:41][CH:40]=2)=[O:37])[CH:27]=[CH:28][C:29]=1[O:30][CH3:31]

参加物

6

反応物 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 3236754-(3,4-Dimethoxyphenyl)butanoic acidHCID 222580286-(4-Aminophenylmethyl)-3-methyl-1-(2-methylpropyl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione

生成物 1

HCID 222580544-(3,4-Dimethoxyphenyl)-N-{4-[(1,2,3,4-tetrahydro-3-methyl-1-(2-methylpropyl)-2,4-dioxothieno[2,3-d]pyrimidin-6-yl)methyl]phenyl}-butanamide収率 26.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of N-ethyl-N′-[3-(dimethylamino)propyl]carbodiimide (37 mg), 1-hydroxybenzotriazole (26 mg) and 4-(3,4-dimethyloxyphenyl)butanoic acid (36 mg) in dichloromethane (6 ml) was added 6-(4-aminophenylmethyl)-3-methyl-1-(2-methylpropyl)thieno[2,3-d]pyrimidine-2,4-(1H, 3H)-dione (45 mg) in dichloromethane (2 ml). The reaction mixture was stirred overnight and then washed with half saturated sodium hydrogen carbonate and extracted into ethyl acetate. The organic layer was dried over magnesium sulfate, evaporated and the residue was purified by normal phase HPLC (isohexane:ethyl acetate 50-0:50-100) to give the title compound (19 mg) as a foam.

後処理

  1. washwashed with half saturated sodium hydrogen carbonate
  2. extractionextracted into ethyl acetate
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. customevaporated
  5. customthe residue was purified by normal phase HPLC (isohexane:ethyl acetate 50-0:50-100)

出典と根拠

ORDレコード
ord-bcfbf8fc4e564feea9c8c499596259d4
出典データセット
uspto-grants-2001_01
特許番号
US06180635B2

反応ノート

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