Triethylamine → HCID 178429469、化合物

HRID 576973ノート

反応式

HRID 576973 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[CH:24]=[CH:23][N:22]=[CH:21][C:20]=1[F:25]>C(O)C>[F:25][C:20]1[CH:21]=[N: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 574754504-(Bromomethyl)-3-fluoropyridineHCID 178429541HCID 178429541、化合物

生成物 1

HCID 178429469HCID 178429469、化合物収率 7%

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 (20 mL), then triethylamine (200 μL, 1.4 mmol) and 4-(bromomethyl)-3-fluoropyridine (260 mg, 1.4 mmol) were added. The mixture was stirred over the weekend at room temperature. The solid was removed by filtration and washed with methanol. The filtrate was evaporated, and the residue was triturated in methanol, filtered, washed with water and diethyl ether, and then dried in vacuo to afford to 2-{[(3-fluoropyridin-4-yl)methyl]sulfanyl}-6-methylpyrimidin-4-ol (14 mg, 7% yield); 1H NMR (400 MHz, DMSO-d6): δ 2.18 (s, 3H), 4.41 (s, 2H), 6.00 (bs, 1H), 7.58 (t, J=5.7 Hz, 1H), 8.37 (dd, J=0.8 Hz, J=4.9 Hz, 1H), 8.53 (d, J=1.8 Hz, 1H); LRMS (ES+) m/z 252 (100%, M+1).

後処理

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

出典と根拠

ORDレコード
ord-f966255c858847039e04f6750fbad777
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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