Trifluoroacetic acid → 6-Aminopicolinonitrile

HRID 1430895ノート

反応式

HRID 1430895 の反応式
[C:1]([C:3]1[N:8]=[C:7]([NH:9]C(=O)OC(C)(C)C)[CH:6]=[CH:5][CH:4]=1)#[N:2].C(O)(C(F)(F)F)=O>ClCCl>[NH2:9][C:7]1[N:8]=[C:3]([C:1]#[N:2])[CH:4]=[CH:5][CH:6]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 76849200HCID 76849200、化合物

生成物 1

HCID 5642986-Aminopicolinonitrile収率 106.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a round bottom flask charged with tert-butyl (6-cyanopyridin-2-yl)carbamate (0.5383 g, 2.455 mmol) in dichloromethane (9.82 ml) was added TFA (2.455 ml). The reaction mixture was stirred at rt 4 h. Excess TFA was removed in vacuo. The crude residue was taken up in methanol and free based using 2 parallel Phenomenex 5 g SCX columns. The columns were flushed with three column volumes methanol and three column volumes 3.5 N ammonia/methanol. The ammonia layers were concentrated in vacuo to provide 6-aminopicolinonitrile (0.312 g).

後処理

  1. customExcess TFA was removed in vacuo
  2. customThe columns were flushed with three column volumes methanol and three column volumes 3.5 N ammonia/methanol
  3. concentrationThe ammonia layers were concentrated in vacuo

出典と根拠

ORDレコード
ord-053635fe51484d2381198079961bbbbc
出典データセット
uspto-grants-2015_01
特許番号
US08940736B2

反応ノート

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