Cyclopentylamine → HCID 78323651, compound

HRID 1775694Notes

Reaction equation

HRID 1775694 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]C=[CH:3][CH:2]=1.NC1C(C2C=CC=CC=2[F:35])=CSC=1C(OC)=O.C(OCC)(OCC)OCC.C1(N)CCCC1>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)[CH2:2][CH2:3][CH2:5][CH2:6]1

Participants

6

Reactant 4

HCID 2906CyclopentylamineHCID 31214Ethyl orthoformateHCID 533358861325307-27-4HCID 783248653,7-Diphenylthieno[3,2-d]pyrimidin-4(3H)-one

Product 1

HCID 78323651HCID 78323651, compoundYield 59.7%

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), cyclopentylamine (0.09 ml, 0.92 mmol), and acetic acid (0.1 ml) were used to give 75 mg (0.24 mmol, 59.7% yield) of the title compound.

Sources & evidence

ORD record
ord-fd07172d8f2e4f3982e551bbf838fbae
Source dataset
uspto-grants-2016_02
Patent number
US09260448B2

Reaction notes

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