Ethyl orthoformate → HCID 86729814, compound

HRID 1775697Notes

Reaction equation

HRID 1775697 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)C=C[CH:4]=[CH:3][CH:2]=1.NC1C(C2C=CC=CC=2[F:35])=CSC=1C(OC)=O.C(OCC)(OCC)OCC.C1(CN)CC1>C(O)(=O)C>[CH:2]1([CH2:1][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][C:18]=4[F:35])[C:10]=3[N:9]=[CH:8]2)[CH2:4][CH2:3]1

Participants

6

Reactant 4

HCID 31214Ethyl orthoformateHCID 75646CyclopropanemethanamineHCID 533358861325307-27-4HCID 783248653,7-Diphenylthieno[3,2-d]pyrimidin-4(3H)-one

Product 1

HCID 86729814HCID 86729814, compoundYield 43%

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), cyclopropanemethylamine (0.066 ml, 0.76 mmol), and acetic acid (0.1 ml) were used to give 57.1 mg (0.17 mmol, 43% yield) of the title compound.

Sources & evidence

ORD record
ord-14a2c8bc2ddb43a8bcae72cf2bb5ac77
Source dataset
uspto-grants-2016_02
Patent number
US09260448B2

Reaction notes

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