Ethylamine → HCID 16722308, compound

HRID 1983179Notes

Reaction equation

HRID 1983179 reaction equation
Cl[C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]=1[C:13]1[O:17][C:16]([C:18]2[CH:23]=[CH:22][C:21]([N:24]3[CH2:29][CH2:28][O:27][CH2:26][CH2:25]3)=[CH:20][C:19]=2[O:30][CH3:31])=[N:15][N:14]=1.[CH2:32]([NH2:34])[CH3:33].C(=O)([O-])[O-].[K+].[K+]>>[CH2:32]([NH:34][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]=1[C:13]1[O:17][C:16]([C:18]2[CH:23]=[CH:22][C:21]([N:24]3[CH2:29][CH2:28][O:27][CH2:26][CH2:25]3)=[CH:20][C:19]=2[O:30][CH3:31])=[N:15][N:14]=1)[CH3:33]

Participants

4

Reactant 3

HCID 6341EthylamineHCID 11430Potassium CarbonateHCID 16723117HCID 16723117, compound

Product 1

HCID 16722308HCID 16722308, compoundYield 86%

Procedure

As described for example 106, 4-{4-[5-(5-chloro-3-phenyl-isoxazol-4-yl)-[1,3,4]oxadiazol-2-yl]-3-methoxy-phenyl}-morpholine (100 mg, 0.23 mmol) using ethylamine instead of dimethylamine hydrochloride and potassium carbonate was converted to the title compound (88 mg, 86%) which was obtained as a white solid. MS: m/e=448.3 [M+H]+.

Sources & evidence

ORD record
ord-76fd39efd1374cb489a02a0a375861e0
Source dataset
uspto-grants-2009_06
Patent number
US07541372B2

Reaction notes

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