Sodium Hydroxide → HCID 59738181, compound

HRID 561220Notes

Reaction equation

HRID 561220 reaction equation
[Br:1][C:2]1[CH:30]=[CH:29][C:28]([F:31])=[CH:27][C:3]=1[O:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]2[N:15]=[C:14]([C:16]3[N:20]([CH2:21][C:22]([O:24]CC)=[O:23])[N:19]=[CH:18][CH:17]=3)[O:13][N:12]=2)[CH2:7][CH2:6]1.[OH-].[Na+]>>[Br:1][C:2]1[CH:30]=[CH:29][C:28]([F:31])=[CH:27][C:3]=1[O:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]2[N:15]=[C:14]([C:16]3[N:20]([CH2:21][C:22]([OH:24])=[O:23])[N:19]=[CH:18][CH:17]=3)[O:13][N:12]=2)[CH2:7][CH2:6]1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 86620463HCID 86620463, compound

Product 1

HCID 59738181HCID 59738181, compound

Procedure

The title compound was prepared in a similar manner as described in Example 7 (step 5) from ethyl (5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]-1,2,4-oxadiazol-5-yl}-1H-pyrazol-1-yl)acetate and aqueous NaOH. 1H NMR (500 MHz, acetone-d6): δ7.68 (d, 1H), 7.62 (dd, 1H), 7.14-7.08 (m, 2H), 6.76 (td, 1H), 5.49 (s, 2H), 4.93-4.89 (m, 1H), 3.81-3.74 (m, 2H), 3.66-3.55 (m, 2H), 2.16-2.10 (m, 2H), 1.98-1.88 (m, 2H). MS: m/z 466, 468 (MH+).

Sources & evidence

ORD record
ord-2c1d6549be2b4d57a47500b259f69618
Source dataset
uspto-grants-2011_11
Patent number
US08063224B2

Reaction notes

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