Hydrochloric Acid → 1-(Thiomorpholin-4-ylmethyl) tricyclo[3.3.1.03,7]nonan-3-amine hydrochloride salt

HRID 1015536Notes

Reaction equation

HRID 1015536 reaction equation
[N:1]1([CH2:7][C:8]23[CH2:16][CH:12]4[CH2:13][CH:14]([CH2:15]2)[C:10]([NH:17]C(=O)OC(C)(C)C)([CH2:11]4)[CH2:9]3)[CH2:6][CH2:5][S:4][CH2:3][CH2:2]1.[ClH:25]>CCOC(C)=O>[ClH:25].[N:1]1([CH2:7][C:8]23[CH2:16][CH:12]4[CH2:13][CH:14]([CH2:15]2)[C:10]([NH2:17])([CH2:11]4)[CH2:9]3)[CH2:6][CH2:5][S:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86761370Tert-butyl [1-(thiomorpholin-4-ylmethyl)tricyclo[3.3.1.03,7]non-3-yl]carbamate

Product 1

HCID 866427431-(Thiomorpholin-4-ylmethyl) tricyclo[3.3.1.03,7]nonan-3-amine hydrochloride saltYield 88%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a stirred solution of the compound (0.22 g, 0.63 mmol) obtained in step I, in EtOAc (2.0 mL) cooled to ice bath temperature was added a solution of dry HCl in EtOAc (3 N, 4 mL). The reaction mixture was stirred at same temperature for 2 h and the solvent was removed under reduced pressure to obtain a crude product, which was triturated several times with diethyl ether to obtain 1-(thiomorpholin-4-ylmethyl) tricyclo[3.3.1.03,7]nonan-3-amine hydrochloride salt (180 mg) in 88% yield.

Workup

  1. customthe solvent was removed under reduced pressure
  2. customto obtain a crude product, which
  3. customwas triturated several times with diethyl ether

Sources & evidence

ORD record
ord-343ea8bf4b1d4ba5b7e4cd17c81d5ccb
Source dataset
uspto-grants-2011_07
Patent number
US07985759B2

Reaction notes

Loading…