HCID 59186885, compound → HCID 25064752, compound

HRID 1694554Notes

Reaction equation

HRID 1694554 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[C:9]([NH:10][C@H:11]([CH2:14][CH2:15][CH3:16])[CH2:12][OH:13])=[N:8][C:7]([SH:17])=[N:6][C:5]=2[N:18]=1.[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([C@H:26](Cl)[CH3:27])=[CH:22][N:21]=1>>[NH2:1][C:2]1[S:3][C:4]2[C:9]([NH:10][C@H:11]([CH2:14][CH2:15][CH3:16])[CH2:12][OH:13])=[N:8][C:7]([S:17][C@H:26]([C:23]3[CH:22]=[N:21][C:20]([Cl:19])=[CH:25][CH:24]=3)[CH3:27])=[N:6][C:5]=2[N:18]=1

Participants

3

Reactant 2

HCID 59186885HCID 59186885, compoundHCID 178448295HCID 178448295, compound

Product 1

HCID 25064752HCID 25064752, compoundYield 22.1%

Procedure

The title compound was prepared using General Method A starting from (2R)-2-[(2-amino-5-mercapto[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]pentan-1-ol (70 mg, 0.245 mmol) and 2-chloro-5-[(1R)-1-chloroethyl]pyridine (Example 6b, 52 mg, 0.29 mmol). Purification by preparative HPLC yielded 23 mg (22% yield) of the title compound.

Workup

  1. customThe title compound was prepared
  2. customPurification by preparative HPLC

Sources & evidence

ORD record
ord-64fa83e8d6c349739c4cf54ab983774d
Source dataset
uspto-grants-2012_04
Patent number
US08158785B2

Reaction notes

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