Hydrochloric Acid → 2-[[2-Methoxy-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-2-methyl-1-propanol

HRID 1097326Notes

Reaction equation

HRID 1097326 reaction equation
Br[C:2]1[S:3][C:4]2[C:9]([NH:10][C:11]([CH3:15])([CH3:14])[CH2:12][OH:13])=[N:8][C:7]([S:16][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[N:6][C:5]=2[N:24]=1.[OH-:25].[K+].Cl.[CH3:28]O>>[CH3:28][O:25][C:2]1[S:3][C:4]2[C:9]([NH:10][C:11]([CH3:15])([CH3:14])[CH2:12][OH:13])=[N:8][C:7]([S:16][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[N:6][C:5]=2[N:24]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14797Potassium HydroxideHCID 226491452-[[2-Bromo-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-2-methyl-1-propanol

Product 1

HCID 226712732-[[2-Methoxy-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-2-methyl-1-propanol

Procedure

To a solution of the product from example 1 step e) (0.36 g) in methanol (5 ml) was added potassium hydroxide (0.095 g) and the mixture stirred for 30 mins. The mixture was neutralised with concentrated hydrochloric acid then evaporated to dryness and purified (SiO2, ethyl acetate:dichloromethane 1:9 as eluant) to give the subtitle compound as a colourless solid (0.245 g).

Workup

  1. customthen evaporated to dryness
  2. custompurified (SiO2, ethyl acetate:dichloromethane 1:9 as eluant)

Sources & evidence

ORD record
ord-1c26ae6ae12b4b4085953e63baa3dbea
Source dataset
uspto-grants-2012_03
Patent number
US08143261B2

Reaction notes

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