Cyclooctylamine → HCID 86729823, compound

HRID 1775706Notes

Reaction equation

HRID 1775706 reaction equation
C1(N2C(=O)C3SC=[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=CC=CC=1.[NH2:23][C:24]1[C:28]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[CH3:35])=[CH:27][S:26][C:25]=1[C:36]([O:38]C)=O.C(OCC)(OCC)OCC.C1(N)CCCCCCC1>C(O)(=O)C>[CH:10]1([N:9]2[C:36](=[O:38])[C:25]3[S:26][CH:27]=[C:28]([C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=4[CH3:35])[C:24]=3[N:23]=[CH:8]2)[CH2:16][CH2:17][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1

Participants

6

Reactant 4

HCID 2903CyclooctylamineHCID 31214Ethyl orthoformateHCID 783248653,7-Diphenylthieno[3,2-d]pyrimidin-4(3H)-oneHCID 86729805HCID 86729805, compound

Product 1

HCID 86729823HCID 86729823, compoundYield 60.6%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

In the same manner as the synthesis of Compound 1, methyl 3-amino-4-(o -tolyl)thiophene-2-carboxylate (100 mg, 0.40 mmol), triethyl orthoformate (1 ml), cyclooctylamine (0.107 ml, 0.77 mmol), and acetic acid (0.1 ml) were used to give 85.4 mg (0.24 mmol, 60.6% yield) of the title compound.

Sources & evidence

ORD record
ord-cd60bff403814edfbdfc5367b9de1b90
Source dataset
uspto-grants-2016_02
Patent number
US09260448B2

Reaction notes

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