Ethyl orthoformate → HCID 78323649, compound

HRID 1775693Notes

Reaction equation

HRID 1775693 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]=CC=1.NC1C(C2C=CC=CC=2[F:35])=CSC=1C(OC)=O.C(OCC)(OCC)OCC.C1(N)CCC1>C(O)(=O)C>[CH:1]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[F:35])[C:10]=3[N:9]=[CH:8]2)[CH2:6][CH2:5][CH2:4]1

Participants

6

Reactant 4

HCID 31214Ethyl orthoformateHCID 75645CyclobutylamineHCID 533358861325307-27-4HCID 783248653,7-Diphenylthieno[3,2-d]pyrimidin-4(3H)-one

Product 1

HCID 78323649HCID 78323649, compoundYield 91.7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

In the same manner as the synthesis of Compound 1, methyl 3-amino-4-(2-fluorophenyl)thiophene-2-carboxylate (100 mg, 0.40 mmol), triethyl orthoformate (1.0 ml), cyclobutylamine (0.065 ml, 0.76 mmol), and acetic acid (0.1 ml) were used to give 110.2 mg (0.37 mmol, 91.7% yield) of the title compound.

Sources & evidence

ORD record
ord-1bd38cfd217b44c783c5ef710f6e469d
Source dataset
uspto-grants-2016_02
Patent number
US09260448B2

Reaction notes

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