Triethylamine → HCID 178429460、化合物

HRID 576940ノート

反応式

HRID 576940 の反応式
[CH3:1][C:2]1[N:7]=[C:6]([SH:8])[N:5]=[C:4]([OH:9])[CH:3]=1.C(N(CC)CC)C.Br[CH2:18][C:19]1[C:24]([Cl:25])=[CH:23][N:22]=[CH:21][C:20]=1[Cl:26]>C(O)C>[Cl:26][C:20]1[CH:21]=[N:22][CH:23]=[C:24]([Cl:25])[C:19]=1[CH2:18][S:8][C:6]1[N:5]=[C:4]([OH:9])[CH:3]=[C:2]([CH3:1])[N:7]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 222277664-(Bromomethyl)-3,5-dichloropyridineHCID 178429541HCID 178429541、化合物

生成物 1

HCID 178429460HCID 178429460、化合物収率 20%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

6-methyl-2-sulfanylpyrimidin-4-ol (134 mg, 940 μmol) was dissolved in absolute ethanol (10 mL), then triethylamine (200 μL, 1.4 mmol) and 4-(bromomethyl)-3,5-dichloropyridine (250 mg, 1.0 mmol) were added. The mixture was stirred for 2 hours at room temperature. The solid was removed by filtration, and filtrate was evaporated. The residue was triturated in diethyl ether, filtered, washed with water plus diethyl ether, and then dried in vacuo to afford to 2-{[(3,5-dichloropyridin-4-yl)methyl]sulfanyl}-6-methylpyrimidin-4-ol (56 mg, 20% yield); 1H NMR (400 MHz, DMSO-d6): δ 2.23 (s, 3H), 4.69 (s, 2H), 6.10 (bs, 1H), 8.66 (s, 2H); LRMS (ES+) m/z 302 (100%, M+1), 304 (70%, M+3).

後処理

  1. customThe solid was removed by filtration, and filtrate
  2. customwas evaporated
  3. customThe residue was triturated in diethyl ether
  4. filtrationfiltered
  5. washwashed with water plus diethyl ether
  6. customdried in vacuo

出典と根拠

ORDレコード
ord-c1855949d27f449cbb36a635a3601e2a
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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