Hydrochloric Acid → 3-(2-piperazin-1-yl-phenylsulfanyl)-1H-indole

HRID 2244045Notes

Reaction equation

HRID 2244045 reaction equation
Cl.C(OC([N:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([S:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[N:25]2[CH2:30][CH2:29][N:28](C(OC(C)(C)C)=O)[CH2:27][CH2:26]2)=[CH:10]1)=O)(C)(C)C>C(OCC)(=O)C>[N:25]1([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=2[S:18][C:11]2[C:12]3[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=3)[NH:9][CH:10]=2)[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68635546HCID 68635546, compound

Product 1

HCID 115151083-(2-piperazin-1-yl-phenylsulfanyl)-1H-indole

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
0 °C

Procedure

3 M HCl-gas in dry ethyl acetate (3 mL) was added to 3-[2-(4-tert-butoxycarbonyl-piperazin-1-yl)-phenylsulfanyl]-indole-1-carboxylic acid tert-butyl ester. The solution was stirred for 1 h at 0° C. and evaporated under vacuum. The crude product was purified by preparative LC-MS. The isolated product was submitted for testing as DMSO solution.

Workup

  1. customevaporated under vacuum
  2. customThe crude product was purified by preparative LC-MS

Sources & evidence

ORD record
ord-83f69ff359324e74aae984f6af3e3109
Source dataset
uspto-grants-2010_03
Patent number
US07678800B2

Reaction notes

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