Reaction #4938

ord-9d782d8069744710b9a22aaa91c12169

Reaction equation

CNC
dimethylamine
O=C1c2cccnc2OC(CCl)CN1C1CCCCC1
chloromethyl-4-cyclohexyl-2,3-dihydropyrido[3,2-f][1,4]oxazepin-5(4H)-one
O=C1c2cccnc2OC(CCl)CN1C1CCCCC1
Intermediate 35
O=C1c2cccnc2OC(CCl)CN1C1CCCCC1
chloromethyl-4-cyclohexyl-2,3-dihydropyrido[3,2-f][1,4]oxazepin-5(4H)-one
O=C(O)C(=O)O
oxalic acid
→
CN(C)CC1CN(C2CCCCC2)C(=O)c2cccnc2O1.O=C(O)C(=O)O
4-Cyclohexyl-2-[(dimethylamino)methyl]-2,3-dihydropyrido[3,2-f][1,4]oxazepin-5(4H)-one oxalate

Reactants

CNC
dimethylamine
O=C1c2cccnc2OC(CCl)CN1C1CCCCC1
chloromethyl-4-cyclohexyl-2,3-dihydropyrido[3,2-f][1,4]oxazepin-5(4H)-one
O=C1c2cccnc2OC(CCl)CN1C1CCCCC1
Intermediate 35
O=C1c2cccnc2OC(CCl)CN1C1CCCCC1
chloromethyl-4-cyclohexyl-2,3-dihydropyrido[3,2-f][1,4]oxazepin-5(4H)-one
O=C(O)C(=O)O
oxalic acid

Reagents

None

Solvents

CC(C)O
isopropyl alcohol

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

Utilizing the procedure of Example 10, 2-(chloromethyl-4-cyclohexyl-2,3-dihydropyrido[3,2-f][1,4]oxazepin-5(4H)-one (Intermediate 35) is reacted with 40% aqueous dimethylamine and reacted with oxalic acid in isopropyl alcohol.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04727152uspto-grants-1988_02