Acetonitrile--water (1/1) → HCID 86725575, compound

HRID 878608Notes

Reaction equation

HRID 878608 reaction equation
[F:1][C:2]1[C:7]([F:8])=[C:6]([CH3:9])[CH:5]=[CH:4][C:3]=1[CH2:10][O:11][C:12]1[N:16]([C:17]2[CH:22]=[C:21]([C:23]([OH:25])=[O:24])[CH:20]=[CH:19][N:18]=2)[N:15]=[CH:14][CH:13]=1.[C:26](#N)C.O>>[F:1][C:2]1[C:7]([F:8])=[C:6]([CH3:9])[CH:5]=[CH:4][C:3]=1[CH2:10][O:11][C:12]1[N:16]([C:17]2[CH:22]=[C:21]([C:23]([O:25][CH3:26])=[O:24])[CH:20]=[CH:19][N:18]=2)[N:15]=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 18373917Acetonitrile--water (1/1)HCID 86725576HCID 86725576, compound

Product 1

HCID 86725575HCID 86725575, compound

Procedure

The title compound was prepared from 2-[5-[(2,3-difluoro-4-methylphenyl)methoxy]pyrazol-1-yl]pyridine-4-carboxylic acid (EXAMPLE 94) according to the procedure for the preparation of Example 62. 1H NMR (400 MHz, CDCl3): δ 2.31 (3H, s), 3.96 (3H, s), 5.27 (2H, s), 5.80 (1H, d, J=6.4 Hz), 6.94-6.97 (1H, m), 7.13-7.17 (1H, m), 7.58 (1H, s), 7.76 (1H, d, J=4.0 Hz), 8.30 (1H, s), 8.69 (1H, d, J=2.4 Hz). LCMS (mobile phase: 30%-95% Acetonitrile-Water-0.02% NH4Ac): purity is >95%, Rt=3.485 min. [M+H] Calc'd for C18H15F2N3O3, 360; Found, 360.

Workup

  1. customaccording to the procedure for the preparation of Example 62

Sources & evidence

ORD record
ord-a84d2576e1bd4e24847996be9087a677
Source dataset
uspto-grants-2015_03
Patent number
US08987461B2

Reaction notes

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