Morpholine → HCID 178419444, compound

HRID 2218368Notes

Reaction equation

HRID 2218368 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[N:10]=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH2:19]Cl)=[CH:13][CH:12]=3)[NH:8][C:5]2=[N:6][CH:7]=1.[NH:21]1[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1.C(N(C(C)C)C(C)C)C>CN1C(=O)CCC1.C(Cl)Cl.CO.N>[Br:1][C:2]1[CH:3]=[C:4]2[N:10]=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH2:19][N:21]4[CH2:26][CH2:25][O:24][CH2:23][CH2:22]4)=[CH:13][CH:12]=3)[NH:8][C:5]2=[N:6][CH:7]=1

Participants

6

Reactant 3

HCID 8083MorpholineHCID 81531DiisopropylethylamineHCID 178478508HCID 178478508, compound

Product 1

HCID 178419444HCID 178419444, compound

Reagents, catalysts & solvents 2

HCID 13387N-methyl-2-pyrrolidoneSolventHCID 21584172Ammonia methanol dichloromethaneSolvent

Procedure

A solution of 6-bromo-2-[4-(2-chloroethoxy)phenyl]-3H-imidazo[4,5-b]pyridine (50 mg, 0.14 mmol), morpholine (0.037 ml, 0.42 mmol) in NMP (5 ml) and N-ethyldiisopropylamine (0.24 ml, 1.4 mmol) was heated at 120° C. for 6 h. Column chromatography on silica using methylene chloride/methanol/ammonia as eluent afforded the title compound.

Sources & evidence

ORD record
ord-d194298a99f64b8298d10c7f44b69352
Source dataset
uspto-grants-2008_08
Patent number
US07410966B2

Reaction notes

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