4-Pyridinecarboxaldehyde → HCID 46946609, compound

HRID 1697525Notes

Reaction equation

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

Participants

Reactant 2

HCID 133894-Pyridinecarboxaldehyde

HCID 66770259HCID 66770259, compound

Product 1

HCID 46946609HCID 46946609, compound

Procedure

(2S,4R)-4-(2-chloro-benzenesulfonyl)-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide hydrochloride from experiment K4 was reductively aminated with 4-pyridine carboxaldehyde in analogy to experiment L3 to give (2S,4R)-4-(2-Chloro-benzenesulfonyl)-1-pyridin-4-ylmethyl-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide as a colorless oil. MS: 445.3 [M+H]+.

Sources & evidence

ORD record: ord-298853cc551e47ea8a8747d69498d26c
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163793B2

Reaction notes

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