Triethylamine → HCID 178429441、化合物

HRID 630027ノート

反応式

HRID 630027 の反応式
Br[CH2:2][C:3]1[CH:7]=[C:6]([Cl:8])[S:5][C:4]=1[Cl:9].[CH3:10][C:11]1[N:16]=[C:15]([SH:17])[N:14]=[C:13]([OH:18])[CH:12]=1.C(N(CC)CC)C>C(O)C>[Cl:9][C:4]1[S:5][C:6]([Cl:8])=[CH:7][C:3]=1[CH2:2][S:17][C:15]1[N:14]=[C:13]([OH:18])[CH:12]=[C:11]([CH3:10])[N:16]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 234340823-(Bromomethyl)-2,5-dichlorothiopheneHCID 178429541HCID 178429541、化合物

生成物 1

HCID 178429441HCID 178429441、化合物収率 71%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 3-(bromomethyl)-2,5-dichlorothiophene (125 mg, 0.51 mmol), 6-methyl-2-sulfanylpyrimidin-4-ol (60 mg, 0.42 mmol), and triethylamine (180 μL, 1.3 mmol) in absolute ethanol (5 mL) was stirred at room temperature overnight. The mixture was recovered and evaporated. The solid residue was treated with water (100 mL). The solid product was recovered by filtration, washed with water (1×15 mL), diethyl ether (2×15 mL), and hexanes (2×15 mL), and then dried in vacuo, affording 2-{[(2,5-dichlorothiophen-3-yl)methyl]sulfanyl}-6-methylpyrimidin-4-ol (91 mg, 71% yield); 1H NMR (400 MHz, DMSO-d6): δ 2.21 (s, 3H), 4.27 (s, 2H), 6.02 (s (br), 1H), 7.17 (s 1H); M+308.

後処理

  1. customThe mixture was recovered
  2. customevaporated
  3. additionThe solid residue was treated with water (100 mL)
  4. filtrationThe solid product was recovered by filtration
  5. washwashed with water (1×15 mL), diethyl ether (2×15 mL), and hexanes (2×15 mL)
  6. customdried in vacuo

出典と根拠

ORDレコード
ord-d0e6285521984dad8dbf06378c77d60a
出典データセット
uspto-grants-2016_04
特許番号
US09315521B2

反応ノート

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