Triethylamine → HCID 54005465, compound

HRID 1418679Notes

Reaction equation

HRID 1418679 reaction equation
Cl.N=[C:3]1[NH:9][CH:8]([CH2:10][CH:11]=[CH:12][C:13]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][C:14]=2[C:15]([O:17][CH3:18])=[O:16])[CH2:7][CH2:6][CH2:5][CH2:4]1.BrC1C=CC(OC)=CC=1C(OC)=[O:29].C1(C)C=CC=CC=1P(C1C=CC=CC=1C)C1C=CC=CC=1C.C(N(CC)CC)C>C(#N)C.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[O:29]=[C:3]1[NH:9][CH:8]([CH2:10][CH:11]=[CH:12][C:13]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][C:14]=2[C:15]([O:17][CH3:18])=[O:16])[CH2:7][CH2:6][CH2:5][CH2:4]1

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 80271Tri-o-tolylphosphineHCID 2776849Methyl 2-bromo-5-methoxybenzoateHCID 178498550HCID 178498550, compound

Product 1

HCID 54005465HCID 54005465, compound

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 6342AcetonitrileSolvent

Procedure

methyl 2-[3-(hexahydro-7-imino-1H-azepin-2-yl)-1-propenyl]-5-methoxybenzoate, monohydrochloride ##STR201## 200 A) The Isomer B title material of Example 18 in acetonitrile is coupled to methyl 2-bromo-5-methoxybenzoate in the presence of palladium acetate, tri-o-tolylphosphine, and triethylamine by the method of Example 32 to provide methyl 2-[3-(hexahydro-7-oxo-1H-azepin-2-yl)-1-propenyl]-5-methoxybenzoate as primarily its E isomer.

Sources & evidence

ORD record
ord-5873079439604aacbe6668634be27dca
Source dataset
uspto-grants-1999_03
Patent number
US05883251

Reaction notes

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