P-Anisidine → HCID 78322060, compound

HRID 1775651Notes

Reaction equation

HRID 1775651 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=2C)=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]=[CH:19][CH:20]=[CH:21][C:22]=4[CH3:40])[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 86729805HCID 86729805, compound

Product 1

HCID 78322060HCID 78322060, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

In the same manner as the synthesis of Compound 1, methyl 3-amino-4-(o -tolyl)thiophene-2-carboxylate (100 mg, 0.4 mmol), triethyl orthoformate (0.88 ml), p-anisidine (92.6 mg, 0.75 mmol), and acetic acid (0.13 ml) were used to give 83.2 mg (0.24 mmol, 60% yield) of the title compound.

Sources & evidence

ORD record
ord-21d0fe341f314297af1d0a9ea7380cf3
Source dataset
uspto-grants-2016_02
Patent number
US09260448B2

Reaction notes

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