3-Methoxyaniline → HCID 78320169, compound

HRID 1775612Notes

Reaction equation

HRID 1775612 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)=CSC=1[C:35](OC)=[O:36].C(OCC)(OCC)OCC.COC1C=CC=C(N)C=1>C(O)(=O)C>[CH3:35][O:36][C:3]1[CH:2]=[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][CH:22]=4)[C:10]=3[N:9]=[CH:8]2)[CH:6]=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 108243-MethoxyanilineHCID 31214Ethyl orthoformateHCID 2759782Methyl 3-amino-4-phenylthiophene-2-carboxylateHCID 783248653,7-Diphenylthieno[3,2-d]pyrimidin-4(3H)-one

Product 1

HCID 78320169HCID 78320169, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

In the same manner as the synthesis of Compound 1, methyl 3-amino-4-phenylthiophene-2-carboxylate (70 mg, 0.30 mmol), triethyl orthoformate (0.57 ml), m-anisidine (0.063 ml, 0.56 mmol), and acetic acid (0.07 ml) were used to give 83 mg (0.25 mmol, 83% yield) of the title compound.

Sources & evidence

ORD record
ord-de19fd1c7fdb4428b38487eb72d9ab9e
Source dataset
uspto-grants-2016_02
Patent number
US09260448B2

Reaction notes

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