Triethylamine → HCID 178429440、化合物

HRID 576943ノート

反応式

HRID 576943 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:20]([Cl:26])=[C:21]([OH:25])[CH:22]=[CH:23][CH:24]=1>C(O)C>[Cl:26][C:20]1[C:21]([OH:25])=[CH:22][CH:23]=[CH:24][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 59589404HCID 59589404、化合物HCID 178429541HCID 178429541、化合物

生成物 1

HCID 178429440HCID 178429440、化合物収率 37%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

6-methyl-2-sulfanylpyrimidin-4-ol (152 mg, 1.1 mmol) was dissolved in absolute ethanol (8 mL), then triethylamine (140 μL, 1.0 mmol) and 3-(bromomethyl)-2-chlorophenol (200 mg, 0.9 mmol) were added. The mixture was stirred overnight at room temperature. The solid was removed by filtration, and the filtrate was evaporated. The residue was dissolved in DCM and purified on silica gel using 10% DCM/MeOH to afford 2-{[(2-chloro-3-hydroxyphenyl)methyl]sulfanyl}-6-methylpyrimidin-4-ol (87 mg, 37% yield); 1H NMR (400 MHz, DMSO-d6): δ 2.22 (s, 3H), 4.11 (bs, 1H), 4.44 (s, 2H), 5.99 (bs, 1H), 6.88-6.91 (m, 1H), 7.01-7.10 (m, 2H), 10.24 (bs, 1H); LRMS (ES+) m/z 283 (100%, M+1), 285 (50%, M+3).

後処理

  1. customThe solid was removed by filtration
  2. customthe filtrate was evaporated
  3. dissolutionThe residue was dissolved in DCM
  4. custompurified on silica gel using 10% DCM/MeOH

出典と根拠

ORDレコード
ord-a10576fb4f6a410c93595ff7372769a2
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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