Triethylamine → HCID 178429442、化合物

HRID 577193ノート

反応式

HRID 577193 の反応式
Br[CH2:2][C:3]1[C:4]([C:9]([F:12])([F:11])[F:10])=[N:5][CH:6]=[CH:7][CH:8]=1.[CH3:13][C:14]1[N:19]=[C:18]([SH:20])[N:17]=[C:16]([OH:21])[CH:15]=1.C(N(CC)CC)C>C(O)C>[CH3:13][C:14]1[N:19]=[C:18]([S:20][CH2:2][C:3]2[C:4]([C:9]([F:12])([F:11])[F:10])=[N:5][CH:6]=[CH:7][CH:8]=2)[N:17]=[C:16]([OH:21])[CH:15]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 534172483-(BroMoMethyl)-2-(trifluoroMethyl)pyridineHCID 178429541HCID 178429541、化合物

生成物 1

HCID 178429442HCID 178429442、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a mixture of crude 3-(bromomethyl)-2-(trifluoromethyl)pyridine (0.684 g, 2.84 mmol), 6-methyl-2-sulfanylpyrimidin-4-ol (0.242 g, 1.70 mmol) in anhydrous ethanol (100 mL) at 0° C. was added triethylamine (1.14 g, 1.57 mL, 11.36 mmol). The reaction mixture was allowed to stir at room temperature overnight. The solvent was evaporated, and ether was added to the precipitated triethylamine hydrobromide salt. The solid was filtered and washed with ether several times. The solvent was evaporated to provide a crude residue, which was purified by Combiflash using 0-10% MeOH:dichloromethane. 6-methyl-2-({[2-(trifluoromethyl)pyridin-3-yl]methyl}sulfanyl)pyrimidin-4-ol was obtained as a white solid (0.438 g, 51% yield); 1H NMR (400 MHz, DMSO-d6): δ 1.14 (t, 3H), 2.21 (s, 3H), 2.61 (q, 2H), 4.35 (s, 2H), 6.00 (bs, 1H), 7.69 (s, 1H), 8.31 (s, 1H) 8.45 (s, 1H); M+ 301.5.

後処理

  1. customThe solvent was evaporated
  2. additionether was added to the precipitated triethylamine hydrobromide salt
  3. filtrationThe solid was filtered
  4. washwashed with ether several times
  5. customThe solvent was evaporated
  6. customto provide a crude residue, which
  7. customwas purified by Combiflash

出典と根拠

ORDレコード
ord-1fd5d4c916d74436a2c01db51e84ca18
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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