Benzaldehyde → HCID 23000721, compound

HRID 397633Notes

Reaction equation

[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[S:10]([N:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH:14]1[C:19]1[N:23]=[C:22]([CH2:24][CH2:25][NH2:26])[O:21][N:20]=1)(=[O:12])=[O:11].[CH:27](=O)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>>[NH:3]1[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[N:1]=[C:2]1[S:10]([N:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH:14]1[C:19]1[N:23]=[C:22]([CH2:24][CH2:25][NH:26][CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[O:21][N:20]=1)(=[O:11])=[O:12]

Participants

Reactant 2

HCID 240Benzaldehyde

HCID 9907690HCID 9907690, compound

Product 1

HCID 23000721HCID 23000721, compound

Procedure

The title compound was prepared by a similar method to Example 13 from 2-(3-[1-(1H-benzo[d]imidazol-2-ylsulfonyl)-2-piperidyl]-1,2,4-oxadiazol-5-yl)ethylamine [see Example 27] and benzaldehyde. The crude product was purified by column chromatography on silica gel eluting with a solvent gradient of 99:1 changing to 98:2, by volume, dichloromethane:methanol to afford N-(2-(3-[1-(1H-benzo[d]imidazol-2-ylsulfonyl)-2-piperidyl]-1,2,4-oxadiazol-5-yl)ethyl)-benzylamine.

Workup

customThe crude product was purified by column chromatography on silica gel eluting with a solvent gradient of 99:1 changing to 98:2, by volume, dichloromethane

Sources & evidence

ORD record: ord-34b04fb122a9445a921b714422e55a7c
Source dataset: uspto-grants-2003_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06610707B1

Reaction notes

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