Triethylamine → HCID 178429450、化合物

HRID 577239ノート

反応式

HRID 577239 の反応式
Br[CH2:2][C:3]1[C:8]([CH3:9])=[CH:7][N:6]=[CH:5][C:4]=1[CH3:10].[CH3:11][C:12]1[N:17]=[C:16]([SH:18])[N:15]=[C:14]([OH:19])[CH:13]=1.C(N(CC)CC)C>C(O)C>[CH3:10][C:4]1[CH:5]=[N:6][CH:7]=[C:8]([CH3:9])[C:3]=1[CH2:2][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 8471TriethylamineHCID 595894034-(Bromomethyl)-3,5-dimethylpyridineHCID 178429541HCID 178429541、化合物

生成物 1

HCID 178429450HCID 178429450、化合物収率 57%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a 0° C. mixture of 4-(bromomethyl)-3,5-dimethylpyridine (18.6 mmol) and 6-methyl-2-sulfanylpyrimidin-4-ol (1.7 g, 12 mmol) in absolute ethanol (170 mL) was added triethylamine (8 mL, 57.4 mmol). The mixture was stirred at room temperature overnight. The solid precipitate was removed by filtration. Diethyl ether (300 mL) was added to the filtrate. The precipitate was removed by filtration. The filtrate was recovered, evaporated, and co-evaporated with EtOAc (1×50 mL). The residue was treated with water (300 mL). The solid material was recovered by filtration, washed with water (4×30 mL), diethyl ether (3×30 mL) and hexanes (2×30 mL), and dried in vacuo, affording 2-{[(3,5-dimethylpyridin-4-yl)methyl]sulfanyl}-6-methylpyrimidin-4-ol (1.78 g, 57% yield). The product was used without further purification.

後処理

  1. customThe solid precipitate was removed by filtration
  2. additionDiethyl ether (300 mL) was added to the filtrate
  3. customThe precipitate was removed by filtration
  4. customThe filtrate was recovered
  5. customevaporated
  6. additionThe residue was treated with water (300 mL)
  7. filtrationThe solid material was recovered by filtration
  8. washwashed with water (4×30 mL), diethyl ether (3×30 mL) and hexanes (2×30 mL)
  9. customdried in vacuo

出典と根拠

ORDレコード
ord-86394fe675dd40cd879a17f17dba6dda
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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