4-Acetylbenzoyl chloride → 1-{4-[3-(1-Cyclopropylpiperidin-4-yl)[1,2,4]oxadiazol-5-yl]phenyl}ethanone

HRID 2055699Notes

Reaction equation

HRID 2055699 reaction equation
[CH:1]1([N:4]2[CH2:9][CH2:8][CH:7]([C:10]([NH:12][OH:13])=[NH:11])[CH2:6][CH2:5]2)[CH2:3][CH2:2]1.[C:14]([C:17]1[CH:25]=[CH:24][C:20]([C:21](Cl)=O)=[CH:19][CH:18]=1)(=[O:16])[CH3:15]>>[CH:1]1([N:4]2[CH2:9][CH2:8][CH:7]([C:10]3[N:11]=[C:21]([C:20]4[CH:24]=[CH:25][C:17]([C:14](=[O:16])[CH3:15])=[CH:18][CH:19]=4)[O:13][N:12]=3)[CH2:6][CH2:5]2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 134096034-Acetylbenzoyl chlorideHCID 178513372HCID 178513372, compound

Product 1

HCID 596577611-{4-[3-(1-Cyclopropylpiperidin-4-yl)[1,2,4]oxadiazol-5-yl]phenyl}ethanone

Procedure

The title compound was prepared by a similar procedure to that described in Example 35a, starting from 1-cyclopropyl-N-hydroxypiperidine-4-carboxamidine and 4-acetylbenzoyl chloride. 1H NMR (400 MHz, CDCl3) δ 0.42-0.52 (m, 4H), 1.62-1.68 (m, 1H), 1.86-1.96 (m, 2H), 2.04-2.12 (m, 2H), 2.33-2.39 (m, 2H), 2.67 (s, 3H), 2.85-2.93 (m, 1H), 3.09-3.17 (m, 2H), 8.07 (d, 2H), 8.21 (d, 2H). HPLC: Rt=8.42 min.

Sources & evidence

ORD record
ord-d9eb2dacf3f14b82819a83d632617635
Source dataset
uspto-grants-2008_02
Patent number
US07332508B2

Reaction notes

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