Hydrochloric Acid → 4-(Pyrrolidin-1-yl)tetrahydro-2H-pyran-3-amine dihydrochloride

HRID 39422

Reaction equation

HRID 39422 reaction equation
C(OC(=O)[NH:7][C@H:8]1[C@H:13]([N:14]2[CH2:18][CH2:17][CH2:16][CH2:15]2)[CH2:12][CH2:11][O:10][CH2:9]1)(C)(C)C.[ClH:20]>O1CCOCC1>[ClH:20].[ClH:20].[N:14]1([CH:13]2[CH2:12][CH2:11][O:10][CH2:9][CH:8]2[NH2:7])[CH2:15][CH2:16][CH2:17][CH2:18]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67358972HCID 67358972, compound2×

Product 1

HCID 673600044-(Pyrrolidin-1-yl)tetrahydro-2H-pyran-3-amine dihydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

trans-(4-Pyrrolidin-1-yl-tetrahydro-pyran-3-yl)-carbamic acid tert-butyl ester (intermediate H, 345 mg, 1.28 mmol) was dissolved in 6.4 mL dioxane. Hydrochloric acid (4N in dioxan, 3.2 mL, 13 mmol) was added. The reaction mixture was stirred at room temperature for 3 h. The solvent was evaporated off. The crude material, light brown solid (378 mg, >100%), MS: m/e=171.2 [(M+H)+] was used without further purification.

Workup

  1. customThe solvent was evaporated off
  2. customThe crude material, light brown solid (378 mg, >100%), MS: m/e=171.2 [(M+H)+] was used without further purification

Sources & evidence

ORD record
ord-fea28dbce15a4b2aa7955dfd9fe63643
Source dataset
uspto-grants-2013_09
Patent number
US08524909B2

Linked notes

Loading…