3-Aminobenzonitrile → HCID 78321119, compound

HRID 1775637Notes

Reaction equation

HRID 1775637 reaction equation
[C:1]1([N:7]2[C:12](=[O:13])[C:11]3[S:14][CH:15]=[C:16]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)[C:10]=3[N:9]=[CH:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.NC1C(C2C=CC=CC=2[F:35])=CSC=1C(OC)=O.C(OCC)(OCC)OCC.NC1C=C(C=CC=1)[C:54]#[N:55]>C(O)(=O)C>[F:35][C:22]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[C:16]1[C:10]2[N:9]=[CH:8][N:7]([C:1]3[CH:6]=[C:5]([CH:4]=[CH:3][CH:2]=3)[C:54]#[N:55])[C:12](=[O:13])[C:11]=2[S:14][CH:15]=1

Participants

6

Reactant 4

HCID 167023-AminobenzonitrileHCID 31214Ethyl orthoformateHCID 533358861325307-27-4HCID 783248653,7-Diphenylthieno[3,2-d]pyrimidin-4(3H)-one

Product 1

HCID 78321119HCID 78321119, compoundYield 18%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

In the same manner as the synthesis of Compound 1, methyl 3-amino-4-(2-fluorophenyl)thiophene-2-carboxylate (80 mg, 0.3 mmol), triethyl orthoformate (0.79 ml), 3-aminobenzonitrile (70 mg, 0.59 mmol), and acetic acid (0.09 ml) were used to give 20 mg (0.06 mmol, 18.0% yield) of the title compound.

Sources & evidence

ORD record
ord-cdcd322f4bea46049de966688a6f63cb
Source dataset
uspto-grants-2016_02
Patent number
US09260448B2

Reaction notes

Loading…