Trifluoroacetic acid → 6-Aminopicolinonitrile

HRID 1430895노트

반응식

HRID 1430895 반응식
[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

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 76849200HCID 76849200, 화합물

생성물 1

HCID 5642986-Aminopicolinonitrile수율 106.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-053635fe51484d2381198079961bbbbc
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08940736B2

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