Acetonitrile--water (1/1) → HCID 86725571, compound
Reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH2:9][O:10][C:11]2[N:15]([C:16]3[CH:21]=[C:20]([C:22]([OH:24])=[O:23])[CH:19]=[CH:18][N:17]=3)[N:14]=[CH:13][CH:12]=2)[CH:5]=[CH:6][C:7]=1[CH3:8].[C:25](#N)C.O>>[F:1][C:2]1[CH:3]=[C:4]([CH2:9][O:10][C:11]2[N:15]([C:16]3[CH:21]=[C:20]([C:22]([O:24][CH3:25])=[O:23])[CH:19]=[CH:18][N:17]=3)[N:14]=[CH:13][CH:12]=2)[CH:5]=[CH:6][C:7]=1[CH3:8]Participants
3
Procedure
The title compound was prepared from 2-[5-[(3-fluoro-4-methylphenyl)methoxy]pyrazol-1-yl]pyridine-4-carboxylic acid (EXAMPLE 93) according to the procedure for the preparation of Example 62. 1H NMR (400 MHz, CDCl3): δ 2.28 (3H, s), 3.97 (3H, s), 5.21 (2H, s), 5.75 (1H, s), 7.09-7.21 (3H, m), 7.60 (1H, s), 7.79 (1H, d, J=4.8 Hz), 8.35 (1H, s), 8.73 (1H, s). LCMS (mobile phase: 20%-95% Acetonitrile-Water-0.1% NH4OH): purity is >95%, Rt=3.936 min. [M+H] Calc'd for C18H16FN3O3, 342; Found, 342.
Workup
- customaccording to the procedure for the preparation of Example 62
Sources & evidence
- ORD record
- ord-ee4e7d1450f748b2a25271bf1d03530f
- Source dataset
- uspto-grants-2015_03
- Patent number
- US08987461B2
Reaction notes
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