Hydrochloric Acid → 4-(piperazin-1-yl)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-7-ol dihydrochloride

HRID 2200261Notes

Reaction equation

HRID 2200261 reaction equation
[OH:1][CH:2]1[C:6]2[N:7]=[CH:8][N:9]=[C:10]([N:11]3[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]3)[C:5]=2[CH2:4][CH2:3]1.[ClH:24]>C(Cl)Cl.O1CCOCC1>[ClH:24].[ClH:24].[N:11]1([C:10]2[C:5]3[CH2:4][CH2:3][CH:2]([OH:1])[C:6]=3[N:7]=[CH:8][N:9]=2)[CH2:12][CH2:13][NH:14][CH2:15][CH2:16]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 59670871tert-butyl 4-(7-hydroxy-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazine-1-carboxylate

Product 1

HCID 666182374-(piperazin-1-yl)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-7-ol dihydrochlorideYield 98%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of tert-butyl 4-(7-hydroxy-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazine-1-carboxylate (0.37 g, 1.2 mmol) in DCM (20 mL) was added HCl in dioxane (4M, 5 mL). The mixture was stirred at room temperature overnight. The solvent was removed to afford the 4-(piperazin-1-yl)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-7-ol dihydrochloride (0.25 g, 98%). MS (APCI+) [M+H] +221.

Workup

  1. customThe solvent was removed

Sources & evidence

ORD record
ord-677fe8e2c2574d8db469277cf2925dd4
Source dataset
uspto-grants-2016_06
Patent number
US09359340B2

Reaction notes

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