Hydrochloric Acid → 6-(2,3-Dihydroxypropyl)-1,3-dimethyl-5-(4-methylthiazol-2-yl)-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione

HRID 624560Notes

Reaction equation

HRID 624560 reaction equation
Cl.CCOCC.CC1(C)[O:12][CH:11]([CH2:13][N:14]2[C:22]([C:23]3[S:24][CH:25]=[C:26]([CH3:28])[N:27]=3)=[C:21]3[C:16]([N:17]([CH3:32])[C:18](=[O:31])[N:19]([CH3:30])[C:20]3=[O:29])=[CH:15]2)[CH2:10][O:9]1.O>C(#N)C>[OH:12][CH:11]([CH2:10][OH:9])[CH2:13][N:14]1[C:22]([C:23]2[S:24][CH:25]=[C:26]([CH3:28])[N:27]=2)=[C:21]2[C:16]([N:17]([CH3:32])[C:18](=[O:31])[N:19]([CH3:30])[C:20]2=[O:29])=[CH:15]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 3283Diethyl EtherHCID 867228856-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-1,3-dimethyl-5-(4-methylthiazol-2-yl)-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione

Product 1

HCID 867228846-(2,3-Dihydroxypropyl)-1,3-dimethyl-5-(4-methylthiazol-2-yl)-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

2M HCl in Et2O (5.36 ml, 10.71 mmol) was added dropwise to a solution of 6-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-1,3-dimethyl-5-(4-methylthiazol-2-yl)-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione (470 mg, 1.071 mmol) in acetonitrile (10.7 ml) and water (386 mg, 21.43 mmol). The mixture was stirred at room temperature for 1 hour, then evaporated under vacuum to afford the title compound.

Workup

  1. customevaporated under vacuum

Sources & evidence

ORD record
ord-c9db7fecc18247f2a31f0b1865b246dd
Source dataset
uspto-grants-2016_04
Patent number
US09303035B2

Reaction notes

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