Sodium Hydroxide → HCID 24989243, compound

HRID 561219Notes

Reaction equation

HRID 561219 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[CH:20]=[CH:19][N:18]([CH2:21][C:22]([O:24]CC)=[O:23])[N: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[CH:20]=[CH:19][N:18]([CH2:21][C:22]([OH:24])=[O:23])[N:17]=3)[O:13][N:12]=2)[CH2:7][CH2:6]1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 86620462HCID 86620462, compound

Product 1

HCID 24989243HCID 24989243, compound

Procedure

The title compound was prepared in a similar manner as described in Example 7 (step 5) from ethyl (3-{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): δ7.97 (s, 1H), 7.62 (t, 1H), 7.12 (d, 1H), 6.94 (s, 1H), 6.75 (s, 1H), 5.22 (s, 2H), 4.91 (s, 1H), 3.82-3.75 (m, 2H), 3.63-3.57 (m, 2H), 2.16-2.07 (m, 2H), 1.94 (s, 2H). MS: m/z 466, 468 (MH+).

Sources & evidence

ORD record
ord-b5443fbc98194d2ab2333ffccf91eb4e
Source dataset
uspto-grants-2011_11
Patent number
US08063224B2

Reaction notes

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