Hydrochloric Acid → 2-[[5-[[(2-fluorophenyl)methyl]thio]-2-methoxythiazolo[4,5-d]pyrimidin-7-yl]amino]-(2R)-1-propanol

HRID 1097367Notes

Reaction equation

[OH-:1].[K+].Br[C:4]1[S:5][C:6]2[C:11]([NH:12][C@H:13]([CH3:16])[CH2:14][OH:15])=[N:10][C:9]([S:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[F:25])=[N:8][C:7]=2[N:26]=1.Cl.[CH3:28]O>>[F:25][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=1[CH2:18][S:17][C:9]1[N:10]=[C:11]([NH:12][C@H:13]([CH3:16])[CH2:14][OH:15])[C:6]2[S:5][C:4]([O:1][CH3:28])=[N:26][C:7]=2[N:8]=1

Participants

Reactant 4

HCID 313Hydrochloric Acid

HCID 887Methanol

HCID 14797Potassium Hydroxide

HCID 235198302-[[2-bromo-5-[[(2-fluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-(2R)-1-propanol

Product 1

HCID 235198412-[[5-[[(2-fluorophenyl)methyl]thio]-2-methoxythiazolo[4,5-d]pyrimidin-7-yl]amino]-(2R)-1-propanol

Procedure

Potassium hydroxide (27 mg) was added to a solution of the product of example 32 step d) (0.1 g) in MeOH (10 ml). The mixture was stirred for 24 h before neutralising to pH 7 with 2M HCl solution. The volatiles were removed in vacuo and the product used directly in the following step.

Workup

customThe volatiles were removed in vacuo

Sources & evidence

ORD record: ord-5190058fe4494eeb962ad03fb95a17ea
Source dataset: uspto-grants-2012_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08143261B2

Reaction notes

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