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Diisopropylethylamine → 2-Chloro-4-[[[1,1-dimethylethoxy]carbonylmethyl]amino]-5-pyrimidinecarboxylic acid, methyl ester

HRID 1871986
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HRID 1871986 반응식
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([C:9]([O:11][CH3:12])=[O:10])=[CH:4][N:3]=1.[C:13]([O:17][C:18](=[O:21])[CH2:19][NH2:20])([CH3:16])([CH3:15])[CH3:14].C(N(CC)C(C)C)(C)C>CN(C)C=O>[Cl:1][C:2]1[N:7]=[C:6]([NH:20][CH2:19][C:18]([O:17][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:21])[C:5]([C:9]([O:11][CH3:12])=[O:10])=[CH:4][N:3]=1
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참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 151417Glycine tert-butyl esterHCID 23156323Methyl 2,4-dichloropyrimidine-5-carboxylate

생성물 1

HCID 867556542-Chloro-4-[[[1,1-dimethylethoxy]carbonylmethyl]amino]-5-pyrimidinecarboxylic acid, methyl ester

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of the product of step (i) (1.73 g), glycine tert-butyl ester (1.4 g) and N,N-diisopropylethylamine (2.6 ml) in dimethylformamide (20 ml) was stirred at room temperature. After 4 hours, the reaction mixture was partitioned between 2M HCl and ethyl acetate. The organic phase was washed with water, dried (MgSO4) and evaporated under reduced pressure. Purification was by chromatography eluting with 5% ethyl acetate in toluene. Yield 1.5 g.

후처리

  1. customthe reaction mixture was partitioned between 2M HCl and ethyl acetate
  2. washThe organic phase was washed with water
  3. dry with materialdried (MgSO4)
  4. customevaporated under reduced pressure
  5. customPurification
  6. washeluting with 5% ethyl acetate in toluene

출처 및 근거

ORD 기록
ord-65cb3c76d9f147d2a22a9a1dd8a13932
출처 데이터셋
uspto-grants-2000_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06107297

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