Triethylamine → HCID 178516147、化合物

HRID 577255ノート

反応式

HRID 577255 の反応式
Br.Br[CH2:3][C:4]1[CH:9]=[CH:8][N:7]=[CH:6][C:5]=1[Cl:10].[SH:11][C:12]1[N:17]=[C:16]([OH:18])[CH:15]=[C:14]([C:19]([F:22])([F:21])[F:20])[N:13]=1.C(N(CC)CC)C>C(O)C>[Cl:10][C:5]1[CH:6]=[N:7][CH:8]=[CH:9][C:4]=1[CH2:3][S:11][C:12]1[N:17]=[C:16]([OH:18])[CH:15]=[C:14]([C:19]([F:22])([F:20])[F:21])[N:13]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 668153214-(Bromomethyl)-3-chloropyridine hydrobromideHCID 178516148HCID 178516148、化合物

生成物 1

HCID 178516147HCID 178516147、化合物収率 54.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a 0° C. mixture of 4-(bromomethyl)-3-chloropyridine hydrobromide (7.2 mmol) and 2-sulfanyl-6-(trifluoromethyl)pyrimidin-4-ol (922 mg, 4.7 mmol) in absolute ethanol (40 mL) was added triethylamine (4.0 mL, 28.7 mmol). The mixture was stirred at room temperature overnight. The solid material was removed by filtration. Diethyl ether (2×50 mL) was used to wash the recovered solid. The solid material was removed by filtration. The filtrate was evaporated to dryness and then co-evaporated with ethyl acetate (1×25 mL). The solid residue was treated with water (100 mL). The solid product was recovered by filtration, washed with water (2×30 mL), diethyl ether (1×30 mL), and hexanes (2×30 mL), and was dried in vacuo to afford 2-{[(3-chloropyridin-4-yl)methyl]sulfanyl}-6-(trifluoromethyl)pyrimidin-4-ol (822 mg, 54%); 1H NMR (500 MHz, DMSO-d6): δ 4.50 (s, 2H), 6.66 (s, 1H), 7.58 (d, 1H, J=4.9 Hz), 8.47 (d, 1H, J=4.9 Hz), 8.64 (s, 1H); M+ 322.

後処理

  1. customThe solid material was removed by filtration
  2. washto wash the recovered solid
  3. customThe solid material was removed by filtration
  4. customThe filtrate was evaporated to dryness
  5. additionThe solid residue was treated with water (100 mL)
  6. filtrationThe solid product was recovered by filtration
  7. washwashed with water (2×30 mL), diethyl ether (1×30 mL), and hexanes (2×30 mL)
  8. customwas dried in vacuo

出典と根拠

ORDレコード
ord-654216eb63b34aeba5903561a74e99bd
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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