Sodium hydride → 2-chloro-N-(5-chloro-1,3-benzodioxol-4-yl)pyrimidin-4-amine

HRID 2237406

반응식

HRID 2237406 반응식
[H-].[Na+].[Cl:3][C:4]1[CH:12]=[CH:11][C:7]2[O:8][CH2:9][O:10][C:6]=2[C:5]=1[NH2:13].[Cl:14][C:15]1[N:20]=[C:19](Cl)[CH:18]=[CH:17][N:16]=1>CC(N(C)C)=O>[Cl:14][C:15]1[N:20]=[C:19]([NH:13][C:5]2[C:6]3[O:10][CH2:9][O:8][C:7]=3[CH:11]=[CH:12][C:4]=2[Cl:3])[CH:18]=[CH:17][N:16]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 775312,4-DichloropyrimidineHCID 113672535-Chloro-1,3-benzodioxol-4-amine

생성물 1

HCID 426316842-chloro-N-(5-chloro-1,3-benzodioxol-4-yl)pyrimidin-4-amine

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

실험 절차

Sodium hydride (13.4 g, 60% dispersion in mineral oil) was added portionwise to (5-chloro-1,3-benzodioxol-4-yl)amine (11.5 g, prepared as described in WO2001094341) in DMA (100 ml) at 0° C. 2,4-Dichloropyrimidine (10 g) was added and the reaction warmed to room temperature and stirred overnight. The reaction was quenched cautiously with water, the solution filtered and concentrated and the residue dissolved in DCM, washed with water and brine, dried and concentrated to give 2-chloro-N-(5-chlorobenzo[d][1,3]dioxol-4-yl)pyrimidin-4-amine as a dark brown oil that was used without further purification (16 g, 85%); NMR Spectrum (300 MHz, DMSO) 6.10 (s, 2H), 6.58 (d, 1H), 6.94 (d, 1H), 7.05 (d, 1H), 8.15 (d, 1H), 9.76 (s, 1H); Mass Spectrum M+ 284.

후처리

  1. customThe reaction was quenched cautiously with water
  2. filtrationthe solution filtered
  3. concentrationconcentrated
  4. dissolutionthe residue dissolved in DCM
  5. washwashed with water and brine
  6. customdried
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-f82a01ee902b4b9bab48dbf01b09e4c3
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07718653B2

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