Tert-Butylamine → 5-[3-(4-Fluoro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-pyridine-2-carboxylic acid tert-butylamide
Reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([CH2:13][O:14][C:15]3[CH:16]=[CH:17][C:18]([C:21](O)=[O:22])=[N:19][CH:20]=3)=[C:11]([CH2:24][OH:25])[O:10][N:9]=2)=[CH:4][CH:3]=1.[C:26]([NH2:30])([CH3:29])([CH3:28])[CH3:27]>>[C:26]([NH:30][C:21]([C:18]1[CH:17]=[CH:16][C:15]([O:14][CH2:13][C:12]2[C:8]([C:5]3[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=3)=[N:9][O:10][C:11]=2[CH2:24][OH:25])=[CH:20][N:19]=1)=[O:22])([CH3:29])([CH3:28])[CH3:27]Participants
3
Procedure
As described for example 34b, 5-[3-(4-fluoro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-pyridine-2-carboxylic acid (75 mg, 0.22 mmol) was converted, using tert-butylamine instead of S-(+)-1-amino-2-propanol, to the title compound (45 mg, 51%), which was obtained as a colourless gum. MS: m/e=400.2 [M+H]+.
Sources & evidence
- ORD record
- ord-b023978a27b14c8e932ef33b59e4c052
- Source dataset
- uspto-grants-2013_04
- Patent number
- US08415379B2
Reaction notes
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