Ethyl orthoformate → HCID 78320172, compound

HRID 1775615Notes

Reaction equation

HRID 1775615 reaction equation
C1(N2[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)C=CC=CC=1.NC1C(C2C=CC=CC=2)=CSC=1C(OC)=O.C(OCC)(OCC)OCC.[CH3:49][O:50][C:51]1[CH:52]=[C:53]([CH:55]=[C:56]([O:58][CH3:59])[CH:57]=1)[NH2:54]>C(O)(=O)C>[CH3:59][O:58][C:56]1[CH:55]=[C:53]([N:54]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:52]=[C:51]([O:50][CH3:49])[CH:57]=1

Participants

6

Reactant 4

HCID 31214Ethyl orthoformateHCID 663013,5-DimethoxyanilineHCID 2759782Methyl 3-amino-4-phenylthiophene-2-carboxylateHCID 783248653,7-Diphenylthieno[3,2-d]pyrimidin-4(3H)-one

Product 1

HCID 78320172HCID 78320172, compoundYield 68%

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 (72.3 mg, 0.31 mmol), triethyl orthoformate (0.62 ml), 3,5-dimethoxyaniline (88.8 mg, 0.58 mmol), and acetic acid (0.07 ml) were used to give 75.7 mg (0.21 mmol, 68% yield) of the title compound.

Sources & evidence

ORD record
ord-cde1c25e5d364aea8f90c33779065f75
Source dataset
uspto-grants-2016_02
Patent number
US09260448B2

Reaction notes

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