Potassium Carbonate → HCID 178429526、化合物

HRID 577071ノート

反応式

HRID 577071 の反応式
Cl.[Cl:2][C:3]1[N:7]([CH3:8])[CH:6]=[N:5][C:4]=1[CH2:9]Cl.[CH3:11][C:12]1[N:17]=[C:16]([SH:18])[N:15]=[C:14]([OH:19])[CH:13]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:2][C:3]1[N:7]([CH3:8])[CH:6]=[N:5][C:4]=1[CH2:9][S:18][C:16]1[N:15]=[C:14]([OH:19])[CH:13]=[C:12]([CH3:11])[N:17]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 668208135-chloro-4-(chloromethyl)-1-methyl-1H-imidazole hydrochlorideHCID 178429541HCID 178429541、化合物

生成物 1

HCID 178429526HCID 178429526、化合物収率 246.2%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A mixture of 5-chloro-4-(chloromethyl)-1-methyl-1H-imidazole hydrochloride (463 mg, 2.3 mmol), 6-methyl-2-sulfanylpyrimidin-4-ol (213 mg, 1.5 mmol), and potassium carbonate (1.1 g, 8.0 mmol) in acetone (15 mL) was stirred at room temperature overnight. The solid material was removed by filtration and washed with 50% acetone/MeOH (2×15 mL). The filtrate was recovered and evaporated. The crude product was purified by flash chromatography (0-10% MeOH/DCM and 0-6% MeOH/DCM), affording 2-{[(5-chloro-1-methyl-1H-imidazol-4-yl)methyl]sulfanyl}-6-methylpyrimidin-4-ol (1.0 g, 93% yield); 1H NMR (400 MHz, DMSO-d6): δ 2.17 (s, 3H), 3.53 (s, 3H), 4.25 (s, 2H), 5.97 (s, 1H), 7.70 (s, 1H); M+271. The product was used without further purification.

後処理

  1. customThe solid material was removed by filtration
  2. washwashed with 50% acetone/MeOH (2×15 mL)
  3. customThe filtrate was recovered
  4. customevaporated
  5. customThe crude product was purified by flash chromatography (0-10% MeOH/DCM and 0-6% MeOH/DCM)

出典と根拠

ORDレコード
ord-489cf0dd805341efb3fb9f4c98fd37f2
出典データセット
uspto-grants-2015_05
特許番号
US09040538B2

反応ノート

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