Hydrochloric Acid → (S)-2-(6-cyclopropoxy-2,3-dihydro-1H-3a-aza-cyclopenta[a]inden-8-yl)-1-methyl-ethylamine hydrochloride

HRID 397322Notes

Reaction equation

HRID 397322 reaction equation
C(OC(=O)[NH:7][C@@H:8]([CH3:26])[CH2:9][C:10]1[C:18]2[CH:17]=[C:16]([O:19][CH:20]3[CH2:22][CH2:21]3)[CH:15]=[CH:14][C:13]=2[N:12]2[CH2:23][CH2:24][CH2:25][C:11]=12)(C)(C)C.[ClH:28]>C(OCC)(=O)C>[ClH:28].[CH:20]1([O:19][C:16]2[CH:15]=[CH:14][C:13]3[N:12]4[CH2:23][CH2:24][CH2:25][C:11]4=[C:10]([CH2:9][C@@H:8]([NH2:7])[CH3:26])[C:18]=3[CH:17]=2)[CH2:21][CH2:22]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69363623(S)-[2-(6-cyclopropoxy-2,3-dihydro-1H-3a-aza-cyclopenta[a]inden-8-yl)-1-methyl-ethyl]-carbamic acid tert-butyl ester

Product 1

HCID 21355889(S)-2-(6-cyclopropoxy-2,3-dihydro-1H-3a-aza-cyclopenta[a]inden-8-yl)-1-methyl-ethylamine hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

A solution of 11.81 g (S)-[2-(6-cyclopropoxy-2,3-dihydro-1H-3a-aza-cyclopenta[a]inden-8-yl)-1-methyl-ethyl]-carbamic acid tert-butyl ester in 120 mL of a 2.26 M solution of hydrochloric acid in ethyl acetate was stirred at room temperature for 2 h. The resulting suspension was diluted with 120 mL ethyl acetate and the product collected by filtration, washed with ethyl acetate and dried to constant weight under high vacuum to yield 8.65 g (S)-2-(6-cyclopropoxy-2,3-dihydro-1H-3a-aza-cyclopenta[a]inden-8-yl)-1-methyl-ethylamine hydrochloride as white crystals melting at 214-217° C.

Workup

  1. filtrationthe product collected by filtration
  2. washwashed with ethyl acetate
  3. customdried to constant weight under high vacuum

Sources & evidence

ORD record
ord-cae8b87ba305480e97f6a9ed922b281e
Source dataset
uspto-grants-2003_08
Patent number
US06610685B2

Reaction notes

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