Methylamine → 6-chloro-N-methylpyrimidin-4-amine

HRID 58126

反応式

HRID 58126 の反応式
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][N:3]=1.[CH3:9][NH2:10].C1COCC1.CCOC(C)=O>CC(O)C>[Cl:8][C:6]1[N:5]=[CH:4][N:3]=[C:2]([NH:10][CH3:9])[CH:7]=1

参加物

6

反応物 4

HCID 6329MethylamineHCID 8028TetrahydrofuranHCID 8857Ethyl AcetateHCID 709434,6-Dichloropyrimidine

生成物 1

HCID 3094796-chloro-N-methylpyrimidin-4-amine収率 62%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

To a solution of 4,6-dichloro-pyrimidine (7.45 g, 50 mmol) in iPrOH (50 mL) was added a solution of methyl amine in THF (2M, 30 mL, 60 mmol) at room temperature. The resulting mixture was stirred for 18 hours. The mixture was concentrated and the residue was purified by flash chromatography on silica eluting with DCM:EtOAc=6:1-1:1 to obtain the title compound (4.4 g, yield: 62%) as a white solid. 1H NMR (400 MHz, CDCl3) δ 2.96 (d, 3H), 5.22-5.36 (bs, 1H), 6.35 (s, 1H), 8.35 (s, 11H); MS (ESI): 144 [M+H]+.

後処理

  1. concentrationThe mixture was concentrated
  2. customthe residue was purified by flash chromatography on silica eluting with DCM

出典と根拠

ORDレコード
ord-be2f740bdb93431cbfa5a50b841b792a
出典データセット
uspto-grants-2016_09
特許番号
US09434697B2

関連ノート

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