Ethyl orthoformate → HCID 86729817, compound

HRID 1775700Notes

Reaction equation

HRID 1775700 reaction equation
C1([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)C=CC=CC=1.N[C:24]1[C:28]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=CS[C:25]=1C(OC)=O.C(OCC)(OCC)OCC.NC1CC2C(C=1)=CC=CC=2>C(O)(=O)C>[CH2:28]1[C:29]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[CH2:25][CH:24]1[N:7]1[C:12](=[O:13])[C:11]2[S:14][CH:15]=[C:16]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:10]=2[N:9]=[CH:8]1

Participants

6

Reactant 4

HCID 31214Ethyl orthoformateHCID 2759782Methyl 3-amino-4-phenylthiophene-2-carboxylateHCID 15036612HCID 15036612, compoundHCID 783248653,7-Diphenylthieno[3,2-d]pyrimidin-4(3H)-one

Product 1

HCID 86729817HCID 86729817, compoundYield 58%

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 (55.8 mg, 0.24 mmol), triethyl orthoformate (0.53 ml), 2-aminoindene (59.25 mg, 0.45 mmol), and acetic acid (0.06 ml) were used to give 48 mg (0.14 mmol, 58% yield) of the title compound.

Sources & evidence

ORD record
ord-422d8472dc8f434882275ad041800066
Source dataset
uspto-grants-2016_02
Patent number
US09260448B2

Reaction notes

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