N-(3-Aminopropyl)morpholine → HCID 24738672, compound
Reaction equation
[CH3:1][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[N:14]=[C:15]2[CH:20]=[C:19]([C:21]([OH:23])=O)[CH:18]=[CH:17][N:16]2[CH:24]=1.[NH2:25][CH2:26][CH2:27][CH2:28][N:29]1[CH2:34][CH2:33][O:32][CH2:31][CH2:30]1>>[N:29]1([CH2:28][CH2:27][CH2:26][NH:25][C:21]([C:19]2[CH:18]=[CH:17][N:16]3[CH:24]=[C:13]([C:3]4[C:4]([C:7]5[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=5)=[N:5][O:6][C:2]=4[CH3:1])[N:14]=[C:15]3[CH:20]=2)=[O:23])[CH2:34][CH2:33][O:32][CH2:31][CH2:30]1Participants
3
Procedure
As described for Example 11b, 2-(5-methyl-3-phenyl-isoxazol-4-yl)-imidazo[1,2-a]pyridine-7-carboxylic acid (96 mg, 0.3 mmol) was converted, using N-(3-aminopropyl)morpholine instead of aminomethylcyclopropane, to the title compound (102 mg, 76%) which was obtained as an off-white foam. MS: m/e=446.3 [M+H]+.
Sources & evidence
- ORD record
- ord-4c3a85816c2c42d68742ac0d988f9fda
- Source dataset
- uspto-grants-2009_09
- Patent number
- US07585874B2
Reaction notes
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