(2-Hydroxyphenyl)boronic acid → (S)-N-((S)-1-Cyano-2-(6-(2-hydroxyphenyl)pyridin-3-yl)ethyl)piperidine-2-carboxamide

HRID 600324Notes

Reaction equation

HRID 600324 reaction equation
Br[C:2]1[N:7]=[CH:6][C:5]([CH2:8][C@H:9]([NH:12][C:13]([C@@H:15]2[CH2:20][CH2:19][CH2:18][CH2:17][N:16]2C(OC(C)(C)C)=O)=[O:14])[C:10]#[N:11])=[CH:4][CH:3]=1.[OH:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1B(O)O>>[C:10]([C@@H:9]([NH:12][C:13]([C@@H:15]1[CH2:20][CH2:19][CH2:18][CH2:17][NH:16]1)=[O:14])[CH2:8][C:5]1[CH:6]=[N:7][C:2]([C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=2[OH:28])=[CH:3][CH:4]=1)#[N:11]

Participants

3

Reactant 2

HCID 2773454(2-Hydroxyphenyl)boronic acidHCID 57999686(S)-tert-Butyl 2-((S)-2-(6-bromopyridin-3-yl)-1-cyanoethylcarbamoyl)piperidine-1-carboxylate

Product 1

HCID 136132894(S)-N-((S)-1-Cyano-2-(6-(2-hydroxyphenyl)pyridin-3-yl)ethyl)piperidine-2-carboxamide

Procedure

Prepared by a process analogous to that described in Method 2 Example 2 using (S)-tert-butyl 2-((S)-2-(6-bromopyridin-3-yl)-1-cyanoethylcarbamoyl)piperidine-1-carboxylate and 2-hydroxyphenylboronic acid.

Workup

  1. customPrepared by a process analogous to

Sources & evidence

ORD record
ord-ddd18768dbe14f27956dd1e69ff85bf0
Source dataset
uspto-grants-2011_03
Patent number
US07902181B2

Reaction notes

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