Triethylamine → 6-Methoxy-2-pyridinecarbonitrile

HRID 1040424ノート

反応式

HRID 1040424 の反応式
[CH3:1][O:2][C:3]1[N:8]=[C:7]([C:9]([NH2:11])=O)[CH:6]=[CH:5][CH:4]=1.C(N(CC)CC)C.C(OC(C(F)(F)F)=O)(C(F)(F)F)=O>C1COCC1>[CH3:1][O:2][C:3]1[N:8]=[C:7]([C:9]#[N:11])[CH:6]=[CH:5][CH:4]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 9845Trifluoroacetic anhydrideHCID 201849836-Methoxypyridine-2-carboxamide

生成物 1

HCID 130236446-Methoxy-2-pyridinecarbonitrile収率 95%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To an ice cold solution of 6-methoxy-pyridine-2-carboxylic acid amide (300 mg, 1.97 mmol) in THF (3 mL) were added triethylamine (1.25 mL, 8.68 mmol) and dropwise added TFAA (0.61 mL, 4.34 mmol). The reaction mixture was allowed to warm to room temperature and stirred overnight. The volatiles were concentrated in vacuo and the liquid residue was added dropwise to a vigorously stirred, ice cold, pH 7 phosphate buffer solution (5 mL). After 15 min of further stirring the yellowish solid was filtered and air dried for 1 h to yield 250 mg (95%) of 6-methoxy-pyridine-2-carbonitrile as yellowish solid, m/z 135.4 [M+1]+.

後処理

  1. concentrationThe volatiles were concentrated in vacuo
  2. additionthe liquid residue was added dropwise to
  3. stirringa vigorously stirred
  4. stirringAfter 15 min of further stirring the yellowish solid
  5. filtrationwas filtered
  6. customair dried for 1 h

出典と根拠

ORDレコード
ord-1163420d0764436bbedaf7dba524e5f4
出典データセット
uspto-grants-2013_10
特許番号
US08552205B2

反応ノート

読み込み中…