Ethyl orthoformate → HCID 78321120, compound

HRID 1775636Notes

Reaction equation

HRID 1775636 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[F:35])=CSC=1C(OC)=O.C(O[CH2:48][CH3:49])(OCC)OCC.C(C1C=C(C=CC=1)N)=C>C(O)(=O)C>[F:35][C:22]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[C:16]1[C:10]2[N:9]=[CH:8][N:7]([C:1]3[CH:6]=[CH:5][CH:4]=[C:3]([CH:48]=[CH2:49])[CH:2]=3)[C:12](=[O:13])[C:11]=2[S:14][CH:15]=1

Participants

6

Reactant 4

HCID 31214Ethyl orthoformateHCID 42600413-AminostyreneHCID 533358861325307-27-4HCID 783248653,7-Diphenylthieno[3,2-d]pyrimidin-4(3H)-one

Product 1

HCID 78321120HCID 78321120, compoundYield 57.4%

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 (80 mg, 0.3 mmol), triethyl orthoformate (0.79 ml), 3-vinylaniline (70.6 mg, 0.59 mmol), and acetic acid (0.09 ml) were used to give 64 mg (0.18 mmol, 57.4% yield) of the title compound.

Sources & evidence

ORD record
ord-bbcadd0d29ee43c5997c1406f5ba08b2
Source dataset
uspto-grants-2016_02
Patent number
US09260448B2

Reaction notes

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