Ethyl orthoformate → HCID 86729822, compound

HRID 1775705Notes

Reaction equation

HRID 1775705 reaction equation
C1(N2C(=O)C3S[CH:15]=[C:16]([C:17]4C=CC=CC=4)[C:10]=3[N:9]=[CH:8]2)C=CC=CC=1.[NH2:23][C:24]1[C:28]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[F:35])=[CH:27][S:26][C:25]=1[C:36]([O:38]C)=O.[CH:40](OCC)(OCC)OCC.C(N)C(C)(C)C>C(O)(=O)C>[F:35][C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=1[C:28]1[C:24]2[N:23]=[CH:8][N:9]([CH2:10][C:16]([CH3:17])([CH3:40])[CH3:15])[C:36](=[O:38])[C:25]=2[S:26][CH:27]=1

Participants

6

Reactant 4

HCID 31214Ethyl orthoformateHCID 79882NeopentylamineHCID 533358861325307-27-4HCID 783248653,7-Diphenylthieno[3,2-d]pyrimidin-4(3H)-one

Product 1

HCID 86729822HCID 86729822, compoundYield 76.3%

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 ml), neopentylamine (0.090 ml, 0.76 mmol), and acetic acid (0.1 ml) were used to give 96.5 mg (0.31 mmol, 76.3% yield) of the title compound.

Sources & evidence

ORD record
ord-bde3ab5d80044c4abf1d9770b316b29b
Source dataset
uspto-grants-2016_02
Patent number
US09260448B2

Reaction notes

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