N-(1-Cyano-piperidin-4-yl)-N-cyclopropyl-4-oxazol-5-yl-benzamide → 5-{4-[Cyclopropyl-(4-oxazol-5-yl-benzoyl)-amino]-piperidin-1-yl}-[1,2,4]oxadiazole-3-carboxylic acid ethyl ester

HRID 68843Notes

Reaction equation

HRID 68843 reaction equation
[C:1]([N:3]1[CH2:8][CH2:7][CH:6]([N:9]([CH:23]2[CH2:25][CH2:24]2)[C:10](=[O:22])[C:11]2[CH:16]=[CH:15][C:14]([C:17]3[O:21][CH:20]=[N:19][CH:18]=3)=[CH:13][CH:12]=2)[CH2:5][CH2:4]1)#[N:2].[CH2:26]([O:28][C:29](=[O:34])[C:30]([NH:32][OH:33])=N)[CH3:27]>>[CH2:26]([O:28][C:29]([C:30]1[N:2]=[C:1]([N:3]2[CH2:4][CH2:5][CH:6]([N:9]([CH:23]3[CH2:25][CH2:24]3)[C:10](=[O:22])[C:11]3[CH:12]=[CH:13][C:14]([C:17]4[O:21][CH:20]=[N:19][CH:18]=4)=[CH:15][CH:16]=3)[CH2:7][CH2:8]2)[O:33][N:32]=1)=[O:34])[CH3:27]

Participants

3

Reactant 2

HCID 86678209N-(1-Cyano-piperidin-4-yl)-N-cyclopropyl-4-oxazol-5-yl-benzamideHCID 178472862HCID 178472862, compound

Product 1

HCID 682900515-{4-[Cyclopropyl-(4-oxazol-5-yl-benzoyl)-amino]-piperidin-1-yl}-[1,2,4]oxadiazole-3-carboxylic acid ethyl ester

Procedure

The title compound is prepared from N-(1-cyano-piperidin-4-yl)-N-cyclopropyl-4-oxazol-5-yl-benzamide and hydroxyamino-imino-acetic acid ethyl ester following a procedure analogous to that described in Example 1. LC (method 3): tR=1.77 min; Mass spectrum (ESI+): m/z=452 [M+H]+.

Sources & evidence

ORD record
ord-7f713b8c72dd4b27a7408548ca8ca58b
Source dataset
uspto-grants-2014_09
Patent number
US08822471B2

Reaction notes

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