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 1038732노트

반응식

HRID 1038732 반응식
[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

참가 물질

5

반응물 1

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

생성물 1

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

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 887Methanol용매HCID 6228Dimethylformamide용매

실험 절차

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]+.

후처리

  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

출처 및 근거

ORD 기록
ord-96aaa287cc554197b10fc9f6f7acebae
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08552002B2

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