3-Amino-5-(4-fluorophenyl)thiophene-2-carbonitrile → HCID 178507290, compound

HRID 460323Notes

Reaction equation

HRID 460323 reaction equation
[NH2:1][C:2]1[CH:6]=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=2)[S:4][C:3]=1[C:14]#[N:15].C[Sn]([N:20]=[N+:21]=[N-:22])(C)C>C1(C)C(C)=CC=CC=1>[F:13][C:10]1[CH:9]=[CH:8][C:7]([C:5]2[S:4][C:3]([C:14]3[NH:22][N:21]=[N:20][N:15]=3)=[C:2]([NH2:1])[CH:6]=2)=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 27358943-Amino-5-(4-fluorophenyl)thiophene-2-carbonitrileHCID 5104973Azido(trimethyl)stannane

Product 1

HCID 178507290HCID 178507290, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

The mixture consisting of 0.65 g of 3-amino-2-cyano-5-(4-fluorophenyl)thiophene, 7.5 ml of xylene and 0.93 g of trimethyltin azide is stirred at 130–140° C. for 3 hours. Afterwards, the mixture is concentrated at 40° C. under reduced pressure and the residue is stirred with water with the addition of 1% trifluoroacetic acid. The precipitate is filtered off with suction and dried at 40° C. under reduced pressure.

Workup

  1. concentrationAfterwards, the mixture is concentrated at 40° C. under reduced pressure
  2. stirringthe residue is stirred with water with the addition of 1% trifluoroacetic acid
  3. filtrationThe precipitate is filtered off with suction
  4. customdried at 40° C. under reduced pressure

Sources & evidence

ORD record
ord-43720d7817474cd88d698cd6608a46f5
Source dataset
uspto-grants-2007_03
Patent number
US07196114B2

Reaction notes

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