HCID 59186885, compound → HCID 25064544, compound

HRID 1694551Notes

Reaction equation

HRID 1694551 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[C:9]([N:10]([CH3:17])[C@H:11]([CH2:14][CH2:15][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:26]=[CH:25][C:24]([C@H:27](Cl)[CH3:28])=[CH:23][N:22]=1>>[NH2:1][C:2]1[S:3][C:4]2[C:9]([N:10]([CH3:17])[C@H:11]([CH2:14][CH2:15][CH3:16])[CH2:12][OH:13])=[N:8][C:7]([S:18][C@H:27]([C:24]3[CH:23]=[N:22][C:21]([Cl:20])=[CH:26][CH:25]=3)[CH3:28])=[N:6][C:5]=2[N:19]=1

Participants

3

Reactant 2

HCID 59186885HCID 59186885, compoundHCID 178448297HCID 178448297, compound

Product 1

HCID 25064544HCID 25064544, compoundYield 16%

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)(methyl)amino]pentan-1-ol (96 mg, 0.32 mmol) and 2-chloro-5-[(1R)-1-chloroethyl]pyridine (85 mg, 0.48 mmol). Purification by flash column chromatography (eluent DCM:ethyl acetate) yielded 22 mg (16% yield) of the title compound.

Workup

  1. customThe title compound was prepared
  2. customPurification by flash column chromatography (eluent DCM:ethyl acetate)

Sources & evidence

ORD record
ord-443ace8a44dc490b855dd17e32755020
Source dataset
uspto-grants-2012_04
Patent number
US08158785B2

Reaction notes

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