Pyrimidine-5-carboxylic acid → Pyrimidine-5-carboxylic acid {4-[3-cyclopropylmethyl-1-(2-fluorobenzyl)-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-ylmethyl]-phenyl}-methyl-amide

HRID 720662ノート

反応式

HRID 720662 の反応式
[N:1]1[CH:6]=[C:5]([C:7]([OH:9])=O)[CH:4]=[N:3][CH:2]=1.[CH:10]1([CH2:13][N:14]2[C:22]3[N:21]=[C:20]([CH2:23][C:24]4[CH:29]=[CH:28][C:27]([NH:30][CH3:31])=[CH:26][CH:25]=4)[NH:19][C:18]=3[C:17](=[O:32])[N:16]([CH2:33][C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=3[F:40])[C:15]2=[O:41])[CH2:12][CH2:11]1>CN(C)C1C=CN=CC=1>[CH:10]1([CH2:13][N:14]2[C:22]3[N:21]=[C:20]([CH2:23][C:24]4[CH:25]=[CH:26][C:27]([N:30]([CH3:31])[C:7]([C:5]5[CH:4]=[N:3][CH:2]=[N:1][CH:6]=5)=[O:9])=[CH:28][CH:29]=4)[NH:19][C:18]=3[C:17](=[O:32])[N:16]([CH2:33][C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=3[F:40])[C:15]2=[O:41])[CH2:12][CH2:11]1

参加物

4

反応物 2

HCID 78346Pyrimidine-5-carboxylic acidHCID 218916913-Cyclopropylmethyl-8-[4-(methylamino)-benzyl]-1-(2-fluorobenzyl)-3,7-dihydropurine-2,6-dione

生成物 1

HCID 10098770Pyrimidine-5-carboxylic acid {4-[3-cyclopropylmethyl-1-(2-fluorobenzyl)-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-ylmethyl]-phenyl}-methyl-amide収率 72%

試薬・触媒・溶媒 1

HCID 142844-(Dimethylamino)pyridine触媒

実験手順

This compound was prepared by a method similar to that described in example 79 except that pyrimidine-5-carboxylic acid was used in place of N-acetyl-6-amino-2-pyridine carboxylic acid, the reaction was performed using 0.75 equivalents of 3-cyclopropylmethyl-8-[4-(methylamino)-benzyl]-1-(2-fluorobenzyl)-3,7-dihydropurine-2,6-dione and 1.5 equivalent of 4-dimethylaminopyridine was added as the final reagent to the reaction mixture. Purification was performed by chromatography using silica eluted with 94:6 ethyl acetate/methanol followed by trituration with hot acetonitrile to give the product as a colorless solid (72%). MS, m/z(M+H)=540.2161.

後処理

  1. customThis compound was prepared by a method similar to
  2. customPurification
  3. washeluted with 94:6 ethyl acetate/methanol

出典と根拠

ORDレコード
ord-960f7c3a7ff645c88818ed6d406b2f06
出典データセット
uspto-grants-2006_11
特許番号
US07135475B2

反応ノート

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