Tert-butyl {6-[3-(2-methyl-5-nitro-phenyl)-1-methyl-ureido]-pyrimidin-4-yl}-carbamate → tert-Butyl {6-[3-(5-Amino-2-methyl-Phenyl)-1-methyl-ureido]-pyrimidin-4-yl}-carbamate

HRID 1038732ノート

反応式

HRID 1038732 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][C:3]=1[NH:11][C:12](=[O:29])[N:13]([C:15]1[N:20]=[CH:19][N:18]=[C:17]([NH:21][C:22](=[O:28])[O:23][C:24]([CH3:27])([CH3:26])[CH3:25])[CH:16]=1)[CH3:14]>CO.CN(C=O)C.[Pd]>[NH2:8][C:5]1[CH:6]=[CH:7][C:2]([CH3:1])=[C:3]([NH:11][C:12](=[O:29])[N:13]([C:15]2[N:20]=[CH:19][N:18]=[C:17]([NH:21][C:22](=[O:28])[O:23][C:24]([CH3:25])([CH3:26])[CH3:27])[CH:16]=2)[CH3:14])[CH:4]=1

参加物

5

反応物 1

HCID 86630719Tert-butyl {6-[3-(2-methyl-5-nitro-phenyl)-1-methyl-ureido]-pyrimidin-4-yl}-carbamate

生成物 1

HCID 86630718tert-Butyl {6-[3-(5-Amino-2-methyl-Phenyl)-1-methyl-ureido]-pyrimidin-4-yl}-carbamate

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 887Methanol溶媒HCID 6228Dimethylformamide溶媒

実験手順

A solution of tert-butyl {6-[3-(2-methyl-5-nitro-phenyl)-1-methyl-ureido]-pyrimidin-4-yl}-carbamate (330 mg, 0.82 mmol) in a mixture of methanol (20 ml) and DMF (50 ml) is hydrogenated in the presence of 10% palladium on charcoal (500 mg) at atmospheric pressure. After 20 h the hydrogenation is complete and the catalyst is filtered off. The filtrate is evaporated to dryness. The residue obtained is triturated with ether, filtered off, and vacuum dried to afford a gray powder: HPLC: tR=5.38 min (purity: 97%, gradient A), ESI-MS: 373.4 [MH]+.

後処理

  1. filtrationthe catalyst is filtered off
  2. customThe filtrate is evaporated to dryness
  3. customThe residue obtained
  4. customis triturated with ether
  5. filtrationfiltered off
  6. customvacuum dried
  7. customto afford a gray powder

出典と根拠

ORDレコード
ord-96aaa287cc554197b10fc9f6f7acebae
出典データセット
uspto-grants-2013_10
特許番号
US08552002B2

反応ノート

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