Triethylamine → HCID 178429519、化合物

HRID 630035

反応式

HRID 630035 の反応式
Br.Br[CH2:3][C:4]1[N:8]([CH3:9])[C:7]2[CH:10]=[CH:11][CH:12]=[CH:13][C:6]=2[N:5]=1.[CH3:14][C:15]1[N:20]=[C:19]([SH:21])[N:18]=[C:17]([OH:22])[CH:16]=1.C(N(CC)CC)C>C(O)C>[CH3:14][C:15]1[N:20]=[C:19]([S:21][CH2:3][C:4]2[N:8]([CH3:9])[C:7]3[CH:10]=[CH:11][CH:12]=[CH:13][C:6]=3[N:5]=2)[N:18]=[C:17]([OH:22])[CH:16]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 242294512-(Bromomethyl)-1-methyl-1H-benzimidazole hydrobromideHCID 178429541HCID 178429541、化合物

生成物 1

HCID 178429519HCID 178429519、化合物収率 90%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 2-(bromomethyl)-1-methyl-benzimidazole hydrobromide (6.8 mmol), 6-methyl-2-sulfanylpyrimidin-4-ol (740 mg, 5.2 mmol), and triethylamine (4 mL, 28.7 mmol) in absolute ethanol (30 mL) was stirred at room temperature overnight. The mixture was recovered, evaporated, and then co-evaporated with EtOAc (20 mL). The solid residue was treated with water (200 mL). The solid product was recovered by filtration, washed with water (2×20 mL), diethyl ether (2×20 mL), and hexanes (2×20 mL), and then dried in vacuo, affording 6-methyl-2-{[(1-methyl-1H-benzimidazol-2-yl)methyl]sulfanyl}pyrimidin-4-ol (1.3 g, 90% yield); 1H NMR (400 MHz, DMSO-d6): δ 2.18 (s, 3H), 3.83 (s, 3H), 4.70 (s, 2H), 6.02 (s, 1H), 7.19 (m, 2H), 7.53 (m, 2H); M+287. The product was used without further purification.

後処理

  1. customThe mixture was recovered
  2. customevaporated
  3. additionThe solid residue was treated with water (200 mL)
  4. filtrationThe solid product was recovered by filtration
  5. washwashed with water (2×20 mL), diethyl ether (2×20 mL), and hexanes (2×20 mL)
  6. customdried in vacuo

出典と根拠

ORDレコード
ord-ec636c2586ba4316b0e025f379a5eae4
出典データセット
uspto-grants-2016_04
特許番号
US09315521B2

関連ノート

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