5-Chloro-2-[(1R)-1-chloroethyl]pyridine → HCID 24762208, compound

HRID 1694541Notes

Reaction equation

HRID 1694541 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[C:9]([NH:10][C@H:11]([CH2:14][CH:15]([CH3:17])[CH3:16])[CH2:12][OH:13])=[N:8][C:7]([SH:18])=[N:6][C:5]=2[N:19]=1.[Cl:20][C:21]1[CH:22]=[CH:23][C:24]([C@H:27](Cl)[CH3:28])=[N:25][CH:26]=1>>[NH2:1][C:2]1[S:3][C:4]2[C:9]([NH:10][C@H:11]([CH2:14][CH:15]([CH3:16])[CH3:17])[CH2:12][OH:13])=[N:8][C:7]([S:18][C@H:27]([C:24]3[CH:23]=[CH:22][C:21]([Cl:20])=[CH:26][N:25]=3)[CH3:28])=[N:6][C:5]=2[N:19]=1

Participants

3

Reactant 2

HCID 598688305-Chloro-2-[(1R)-1-chloroethyl]pyridineHCID 178445911HCID 178445911, compound

Product 1

HCID 24762208HCID 24762208, compoundYield 12%

Procedure

The title compound was prepared by general method A starting from (2R)-2-[(2-amino-5-mercapto[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-4-methylpentan-1-ol (572 mg, 1.91 mmol) and 5-chloro-2-[(1R)-1-chloroethyl]pyridine (376 mg, 2.1 mmol). Purification by preparative HPLC yielded 99 mg (12% yield) of the title compound.

Workup

  1. customPurification by preparative HPLC

Sources & evidence

ORD record
ord-849b29ebfeea46dfa75b1a114d248a44
Source dataset
uspto-grants-2012_04
Patent number
US08158785B2

Reaction notes

Loading…