Acetyl chloride → 5-acetyl-4H,5H,6H,7H-thieno[3,2-c]pyridine-2-carbaldehyde

HRID 1158916ノート

反応式

HRID 1158916 の反応式
Cl.[S:2]1[C:10]2[CH2:9][CH2:8][NH:7][CH2:6][C:5]=2[CH:4]=[C:3]1[CH:11]=[O:12].[C:13](Cl)(=[O:15])[CH3:14]>C(Cl)Cl>[C:13]([N:7]1[CH2:8][CH2:9][C:10]2[S:2][C:3]([CH:11]=[O:12])=[CH:4][C:5]=2[CH2:6]1)(=[O:15])[CH3:14]

参加物

4

反応物 2

HCID 6367Acetyl chlorideHCID 11845087HCID 11845087、化合物

生成物 1

HCID 219414645-acetyl-4H,5H,6H,7H-thieno[3,2-c]pyridine-2-carbaldehyde収率 71.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a cold (0° C.) suspension of 1.5 g. (7.4 mmol) of 4,5,6,7-tetrahydrothieno[3,2-c]pyridine-2-carbaldehyde hydrochloride in 50 mL methylene chloride, under N2 atm., dry conditions, was added dropwise under stirring 2.6 mL (2.5 eqs) of triethylamine. RM stirred for 30 min at 0° C. and a solution of 0.7 g. (8.1 mmol, 1.1 eqs) of acetyl chloride in 15 mL methylene chloride was dropwise added, RM allowed to reach RT and stirred for 3 hours. Filtered trough a celite pad, filtrate washed with 3×50 mL water, dried, evaporated, gave 1.1 g. (71.4%) of the title compound, viscous oil, (M+H)+ 210.3.

後処理

  1. additionTo a cold (0° C.) suspension of 1.5 g
  2. custom, dry conditions
  3. additionwas added dropwise
  4. stirringRM stirred for 30 min at 0° C.
  5. customto reach RT
  6. stirringstirred for 3 hours
  7. filtrationFiltered trough a celite pad, filtrate
  8. washwashed with 3×50 mL water
  9. customdried
  10. customevaporated
  11. customgave 1.1 g

出典と根拠

ORDレコード
ord-88578e79bb384b058d5681f5f2a85604
出典データセット
uspto-grants-2010_10
特許番号
US07812014B2

反応ノート

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