Hydrochloric Acid → (R)-2-adamantyl 3-aminopyrrolidine-1-carboxylate HCl salt

HRID 1948698

Reaction equation

C(OC([NH:8][C@@H:9]1[CH2:13][CH2:12][N:11]([C:14]([O:16][CH:17]2[CH:24]3[CH2:25][CH:20]4[CH2:21][CH:22]([CH2:26][CH:18]2[CH2:19]4)[CH2:23]3)=[O:15])[CH2:10]1)=O)(C)(C)C.[ClH:27].O1CCOCC1>>[ClH:27].[NH2:8][C@@H:9]1[CH2:13][CH2:12][N:11]([C:14]([O:16][CH:17]2[CH:18]3[CH2:19][CH:20]4[CH2:21][CH:22]([CH2:23][CH:24]2[CH2:25]4)[CH2:26]3)=[O:15])[CH2:10]1

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 312751,4-Dioxane

HCID 52944645(3R)-(2-adamantyl) 3-(tert-butoxycarbonylamino)pyrrolidine-1-carboxylate

Product 1

HCID 67155574(R)-2-adamantyl 3-aminopyrrolidine-1-carboxylate HCl salt

Procedure

To (3R)-(2-adamantyl) 3-(tert-butoxycarbonylamino)pyrrolidine-1-carboxylate (0.43 g, 1.18 mmol) was added 4 M HCl in dioxane (5 mL, 20 mmol). The mixture was stirred at rt for 1 h and concentrated to afford (R)-2-adamantyl 3-aminopyrrolidine-1-carboxylate HCl salt (0.45 g) as a white solid.

Workup

concentrationconcentrated

Sources & evidence

ORD record: ord-2f277e339d874a67bc612ea95ef63068
Source dataset: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08399504B2

Linked notes

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