Water → 7-[(2-Hydroxy-1,1-dimethylethyl)amino]-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-2(3H)-one

HRID 1006489Notes

Reaction equation

HRID 1006489 reaction equation
C[O:2][C:3]1[S:4][C:5]2[C:10]([NH:11][C:12]([CH3:16])([CH3:15])[CH2:13][OH:14])=[N:9][C:8]([S:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[N:7][C:6]=2[N:25]=1.O>O1CCOCC1.Cl>[OH:14][CH2:13][C:12]([NH:11][C:10]1[C:5]2[S:4][C:3](=[O:2])[NH:25][C:6]=2[N:7]=[C:8]([S:17][CH2:18][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[N:9]=1)([CH3:15])[CH3:16]

Participants

5

Reactant 2

HCID 962WaterHCID 226712732-[[2-Methoxy-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-2-methyl-1-propanol

Product 1

HCID 99289397-[(2-Hydroxy-1,1-dimethylethyl)amino]-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-2(3H)-one

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 312751,4-DioxaneSolvent

Conditions

Temperature
45 °C

Procedure

To a solution of the product from example 1 step f) (0.21 g) in 1,4-dioxane (5 ml) was added water (0.1 ml) and concentrated hydrochloric acid (1 drop). The mixture heated at 45° C. for 3 hours then evaporated to dryness. Recrystallisation (acetonitrile) gave the title compound (0.110 g).

Workup

  1. customthen evaporated to dryness
  2. customRecrystallisation (acetonitrile)

Sources & evidence

ORD record
ord-3ddca100a53a4f79a7a271f0f6ac8ce3
Source dataset
uspto-grants-2004_09
Patent number
US06790850B1

Reaction notes

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