P-Anisidine → HCID 78321752, compound

HRID 1775646Notes

Reaction equation

HRID 1775646 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([Cl:35])=CC=2)=CSC=1C(OC)=O.C([O:47][CH2:48]C)(OCC)OCC.COC1C=CC(N)=CC=1>C(O)(=O)C>[Cl:35][C:20]1[CH:19]=[CH:18][C:17]([C:16]2[C:10]3[N:9]=[CH:8][N:7]([C:1]4[CH:6]=[CH:5][C:4]([O:47][CH3:48])=[CH:3][CH:2]=4)[C:12](=[O:13])[C:11]=3[S:14][CH:15]=2)=[CH:22][CH:21]=1

Participants

6

Reactant 4

HCID 7732P-AnisidineHCID 31214Ethyl orthoformateHCID 2759746156274-30-5HCID 783248653,7-Diphenylthieno[3,2-d]pyrimidin-4(3H)-one

Product 1

HCID 78321752HCID 78321752, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

In the same manner as the synthesis of Compound 1, methyl 3-amino-4-(4-chlorophenyl)thiophene-2-carboxylate (100 mg, 0.373 mmol), triethyl orthoformate (2 ml), p-anisidine (85.56 mg, 0.70 mmol), and acetic acid (0.1 ml) were used to give 97 mg (0.26 mmol, 70% yield) of the title compound.

Sources & evidence

ORD record
ord-06e932e869ba42c39e2e3ed5cd22d8e7
Source dataset
uspto-grants-2016_02
Patent number
US09260448B2

Reaction notes

Loading…