Hydrochloric Acid → 5-[[(2-fluorophenyl)methyl]thio]-7-[[(1R)-2-hydroxy-1-methylethyl]amino]thiazolo[4,5-d]pyrimidin-2(3H)-one

HRID 1006515Notes

Reaction equation

HRID 1006515 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][S:9][C:10]1[N:11]=[C:12]([NH:21][C@H:22]([CH3:25])[CH2:23][OH:24])[C:13]2[S:18][C:17]([O:19]C)=[N:16][C:14]=2[N:15]=1.O.Cl>O1CCOCC1>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][S:9][C:10]1[N:11]=[C:12]([NH:21][C@H:22]([CH3:25])[CH2:23][OH:24])[C:13]2[S:18][C:17](=[O:19])[NH:16][C:14]=2[N:15]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 235198412-[[5-[[(2-fluorophenyl)methyl]thio]-2-methoxythiazolo[4,5-d]pyrimidin-7-yl]amino]-(2R)-1-propanol

Product 1

HCID 235198525-[[(2-fluorophenyl)methyl]thio]-7-[[(1R)-2-hydroxy-1-methylethyl]amino]thiazolo[4,5-d]pyrimidin-2(3H)-one

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The product of example 32 step e) was dissolved in 1,4-dioxane (50 ml), H2O (1 ml) and concentrated HCl solution (0.5 ml) and stirred for 20 h at 40° C. The volatiles were removed under reduced pressure and the crude product purified by preparative HPLC to afford the subtitle compound as a white solid (21 mg).

Workup

  1. customThe volatiles were removed under reduced pressure
  2. customthe crude product purified by preparative HPLC

Sources & evidence

ORD record
ord-32884307cc3d4e308791eb9de721f6cd
Source dataset
uspto-grants-2004_09
Patent number
US06790850B1

Reaction notes

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