6-Oxa-1-azaspiro(3.3)heptane → HCID 68458846, 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[CH2:13][O:14][C:15]1[CH:23]=[CH:22][C:18]([C:19]([OH:21])=O)=[CH:17][N:16]=1.[NH:24]1[C:27]2([CH2:30][O:29][CH2:28]2)[CH2:26][CH2:25]1>>[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:3]=1[CH2:13][O:14][C:15]1[N:16]=[CH:17][C:18]([C:19]([N:24]2[C:27]3([CH2:30][O:29][CH2:28]3)[CH2:26][CH2:25]2)=[O:21])=[CH:22][CH:23]=1Participants
3
Procedure
As described for example 15, 6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-nicotinic acid (33 mg, 0.1 mmol) was converted, using 6-oxa-1-aza-spiro[3.3]heptane instead of 3-methoxypropylamine, to the title compound (15 mg, 35%) which was obtained as a colourless gum. MS: m/e=392.3 [M+H]+.
Sources & evidence
- ORD record
- ord-18ef05474b7340709aab76e30494d188
- Source dataset
- uspto-grants-2015_07
- Patent number
- US09073908B2
Reaction notes
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