Hydrochloric Acid → HCID 66985223, compound

HRID 2191539Notes

Reaction equation

HRID 2191539 reaction equation
[CH3:1][CH:2]1[C:10]2[C:9]([N:11]3[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]3)=[N:8][CH:7]=[N:6][C:5]=2[CH2:4][O:3]1.[ClH:24]>C(Cl)Cl.O1CCOCC1>[ClH:24].[ClH:24].[CH3:1][CH:2]1[C:10]2[C:9]([N:11]3[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]3)=[N:8][CH:7]=[N:6][C:5]=2[CH2:4][O:3]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 669855001,1-Dimethylethyl 4-(5,7-dihydro-5-methylfuro[3,4-d]pyrimidin-4-yl)-1-piperazinecarboxylate

Product 1

HCID 66985223HCID 66985223, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of tert-butyl 4-(5-methyl-5,7-dihydrofuro[3,4-d]pyrimidin-4-yl)piperazine-1-carboxylate (0.28 g, 0.87 mmol) in DCM (15 mL) was added 4N HCl in dioxane (5 mL). The mixture was stirred at room temperature overnight and then concentrated to give 5-methyl-4-(piperazin-1-yl)-5,7-dihydrofuro[3,4-d]pyrimidine dihydrochloride salt as an off white solid. 1H NMR (DMSO-d6, 400 MHz) δ 9.62 (bs, 2H), 8.72 (s, 1H), 5.72-5.71 (m, 1H), 5.55-5.00 (bs, 1H), 4.99-4.89 (m, 2H), 4.05-4.00 (m, 2H), 3.81-3.75 (m, 2H), 3.19-3.18 (m, 4H), 1.32 (d, J=8.4 Hz, 3H). LCMS (APCI+) m/z 221 [M+H+].

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-e6a47e17542e41bd89028ed28a300822
Source dataset
uspto-grants-2012_12
Patent number
US08329701B2

Reaction notes

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