Triethylamine → HCID 54385335, compound

HRID 1418678Notes

Reaction equation

HRID 1418678 reaction equation
Cl.[O:2]1[CH2:6][CH2:5][O:4][CH:3]1[C:7]1[S:11][C:10]([CH:12]=[CH:13][CH2:14][CH:15]2[NH:21][C:20](=N)[CH2:19][CH2:18][CH2:17][CH2:16]2)=[CH:9][CH:8]=1.BrC1SC(C2OCC[O:30]2)=CC=1.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:2]1[CH2:6][CH2:5][O:4][CH:3]1[C:7]1[S:11][C:10]([CH:12]=[CH:13][CH2:14][CH:15]2[NH:21][C:20](=[O:30])[CH2:19][CH2:18][CH2:17][CH2:16]2)=[CH:9][CH:8]=1

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 80271Tri-o-tolylphosphineHCID 122699702-(5-Bromothiophen-2-Yl)-1,3-DioxolaneHCID 178479072HCID 178479072, compound

Product 1

HCID 54385335HCID 54385335, compound

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 6342AcetonitrileSolvent

Procedure

7-[3-[5-(1,3-dioxolan-2-yl)thien-2-yl)-2-propenyl]hexahydro-1H-azepin-2-imine, monohydrochloride ##STR199## 198 A) The Isomer B title material of Example 18 in acetonitrile is coupled to 2-(5-bromo-2-thienyl)dioxolane in the presence palladium acetate, tri-o-tolylphosphine, and triethylamine by the method of Example 32 to provide 7-[3-[5-(1,3-dioxolan-2-yl)thien-2-yl]-2-propenyl]hexahydro-1H-azepin-2-one as primarily the E isomer.

Sources & evidence

ORD record
ord-3afc342fefcd4e0cb2b0dfd1204c2b38
Source dataset
uspto-grants-1999_03
Patent number
US05883251

Reaction notes

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