Hydrochloric Acid → [5-(1-isopropyl-piperidin-4-yloxy)-1H-indol-2-yl]-piperazin-1-yl-methanone dihydrochloride

HRID 1786482Notes

Reaction equation

HRID 1786482 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]([C:16]2[NH:17][C:18]3[C:23]([CH:24]=2)=[CH:22][C:21]([O:25][CH:26]2[CH2:31][CH2:30][N:29]([CH:32]([CH3:34])[CH3:33])[CH2:28][CH2:27]2)=[CH:20][CH:19]=3)=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:35].C(OCC)C>C(OCC)(=O)C>[ClH:35].[ClH:35].[CH:32]([N:29]1[CH2:28][CH2:27][CH:26]([O:25][C:21]2[CH:22]=[C:23]3[C:18](=[CH:19][CH:20]=2)[NH:17][C:16]([C:14]([N:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[O:15])=[CH:24]3)[CH2:31][CH2:30]1)([CH3:34])[CH3:33]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 685636984-[5-(1-Isopropyl-piperidin-4-yloxy)-1H-indole-2-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 68565070[5-(1-isopropyl-piperidin-4-yloxy)-1H-indol-2-yl]-piperazin-1-yl-methanone dihydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of 4-[5-(1-isopropyl-piperidin-4-yloxy)-1H-indole-2-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester (800 mg, 1.7 mmol) in ethyl acetate (25 ml) was treated with hydrogen chloride (5M in ethyl acetate, 12 ml) and the mixture stirred 72 h at room temperature. The resulting suspension was cooled to 0° C. (ice-bath), diethyl ether (2 ml) added and the mixture stirred 1 h. The precipitate was filtered and dried under vacuum to afford the title compound as an off-white solid. MS (m/z): 371.3 (M+H)+.

Workup

  1. additionadded
  2. stirringthe mixture stirred 1 h
  3. filtrationThe precipitate was filtered
  4. customdried under vacuum

Sources & evidence

ORD record
ord-15d79e8205704d0b8c8c4122d786cc89
Source dataset
uspto-grants-2009_03
Patent number
US07507736B2

Reaction notes

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