Oxolan-3-amine → HCID 49800453, compound
Reaction equation
CO[C:3](=[O:22])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][C:12]2[C:13]([CH2:18][CH2:19][CH2:20][CH3:21])=[N:14][O:15][C:16]=2[CH3:17])=[N:6][CH:5]=1.[O:23]1[CH2:27][CH2:26][CH:25]([NH2:28])[CH2:24]1>>[CH2:18]([C:13]1[C:12]([CH2:11][O:10][C:7]2[CH:8]=[CH:9][C:4]([C:3]([NH:28][CH:25]3[CH2:26][CH2:27][O:23][CH2:24]3)=[O:22])=[CH:5][N:6]=2)=[C:16]([CH3:17])[O:15][N:14]=1)[CH2:19][CH2:20][CH3:21]Participants
3
Procedure
As described for example 5d, 6-(3-butyl-5-methyl-isoxazol-4-ylmethoxy)-nicotinic acid methyl ester (150 mg, 0.49 mmol) was converted, using tetrahydrofuran-3-amine instead of isopropylamine, to the title compound (120 mg, 68%) which was obtained as a white solid after purification by chromatography (silica, 0 to 5% methanol in dichloromethane). MS: m/e=360.4 [M+H]+.
Sources & evidence
- ORD record
- ord-0eb19953af384c25a4e5ef5c5fe7ef08
- Source dataset
- uspto-grants-2013_01
- Patent number
- US08357703B2
Reaction notes
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