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

HRID 2237406

反応式

HRID 2237406 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f82a01ee902b4b9bab48dbf01b09e4c3
出典データセット
uspto-grants-2010_05
特許番号
US07718653B2

関連ノート

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