P-Anisidine → HCID 78322062, compound

HRID 1775653Notes

Reaction equation

HRID 1775653 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=C(C)C=CC=2)=CSC=1[C:36](OC)=[O:37].[CH:40](OCC)(OCC)OCC.COC1C=CC(N)=CC=1>C(O)(=O)C>[CH3:36][O:37][C:4]1[CH:5]=[CH:6][C:1]([N:7]2[C:12](=[O:13])[C:11]3[S:14][CH:15]=[C:16]([C:17]4[CH:18]=[C:19]([CH3:40])[CH:20]=[CH:21][CH:22]=4)[C:10]=3[N:9]=[CH:8]2)=[CH:2][CH:3]=1

Participants

6

Reactant 4

HCID 7732P-AnisidineHCID 31214Ethyl orthoformateHCID 783248653,7-Diphenylthieno[3,2-d]pyrimidin-4(3H)-oneHCID 86729806HCID 86729806, compound

Product 1

HCID 78322062HCID 78322062, compoundYield 32.7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

In the same manner as the synthesis of Compound 1, methyl 3-amino-4-(m -tolyl)thiophene-2-carboxylate (80 mg, 0.32 mmol), triethyl orthoformate (0.7 ml), p-anisidine (74.1 mg, 0.6 mmol), and acetic acid (0.1 ml) were used to give 36.5 mg (0.11 mmol, 32.7% yield) of the title compound.

Sources & evidence

ORD record
ord-3f5d2317b61d4ad397b43a4cbc0ad733
Source dataset
uspto-grants-2016_02
Patent number
US09260448B2

Reaction notes

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