Hydrochloric Acid → (3RS,4RS)-4-(4-dimethylamino-6-methylpyrimidin-2-ylamino)pyrrolidin-3-ol dihydrochloride

HRID 1666686Notes

Reaction equation

HRID 1666686 reaction equation
[CH3:1][N:2]([CH3:24])[C:3]1[CH:8]=[C:7]([CH3:9])[N:6]=[C:5]([NH:10][CH:11]2[CH:15]([OH:16])[CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12]2)[N:4]=1.[ClH:25].C(OCC)C>C(OCC)(=O)C>[ClH:25].[ClH:25].[CH3:24][N:2]([CH3:1])[C:3]1[CH:8]=[C:7]([CH3:9])[N:6]=[C:5]([NH:10][CH:11]2[CH2:12][NH:13][CH2:14][CH:15]2[OH:16])[N:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 67443296t-butyl (3RS,4RS)-3-(4-dimethylamino-6-methylpyrimidin-2-ylamino)-4-hydroxypyrrolidine-1-carboxylate

Product 1

HCID 67441707(3RS,4RS)-4-(4-dimethylamino-6-methylpyrimidin-2-ylamino)pyrrolidin-3-ol dihydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

t-Butyl (3RS,4RS)-3-(4-dimethylamino-6-methylpyrimidin-2-ylamino)-4-hydroxypyrrolidine-1-carboxylate (1.0 g) was dissolved in ethyl acetate (10 mL), followed by addition of a solution (7.5 mL) of 4 M HCl in ethyl acetate, and the mixture was stirred at room temperature for 2 h. Diethyl ether was added to the solution, and the precipitated crystals were collected by filtration to obtain the title compound (0.89 g).

Workup

  1. filtrationthe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-378bf3c859e34caca844f90ed7e2546c
Source dataset
uspto-grants-2011_10
Patent number
US08044068B2

Reaction notes

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