4-(Chloromethyl)pyridinium chloride → HCID 10201279, compound

HRID 1016892Notes

Reaction equation

HRID 1016892 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([NH:12][C@H:13]([C:15]([OH:17])=O)[CH3:14])=[O:11])[CH:5]=[C:6]([F:8])[CH:7]=1.Cl.[NH2:19][C@@H:20]([CH2:25][C:26]1[CH:31]=[CH:30][N:29]=[CH:28][CH:27]=1)[C:21]([O:23][CH3:24])=[O:22].Cl.N1C=CC(CCl)=CC=1>>[F:8][C:6]1[CH:5]=[C:4]([CH2:9][C:10]([NH:12][C@H:13]([C:15]([NH:19][C@@H:20]([CH2:25][C:26]2[CH:27]=[CH:28][N:29]=[CH:30][CH:31]=2)[C:21]([O:23][CH3:24])=[O:22])=[O:17])[CH3:14])=[O:11])[CH:3]=[C:2]([F:1])[CH:7]=1

Participants

4

Reactant 3

HCID 745704-(Chloromethyl)pyridinium chlorideHCID 12135350(2S)-2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoic acidHCID 67278504HCID 67278504, compound

Product 1

HCID 10201279HCID 10201279, compound

Procedure

Following General Procedure A and using N-(3,5-difluorophenylacetyl)-L-alanine (from Example B2 above) and methyl (S)-2-amino-3-(4-pyridyl)propionate hydrochloride (prepared by the method set forth above using 4-picolylchloride hydrochloride), the title compound was prepared as a solid. The reaction was monitored by tlc (Rf=0.49 in 10% MeOH/DCM) and the product was purified by silica gel column chromatography.

Workup

  1. customprepared by the method

Sources & evidence

ORD record
ord-2501d04582874c3db88aa1cb93e629c4
Source dataset
uspto-grants-2002_11
Patent number
US06476263B1

Reaction notes

Loading…