Ammonium Hydroxide → HCID 178505165, compound

HRID 343339Notes

Reaction equation

HRID 343339 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[CH2:12][CH2:11][C:10]3[CH:13]=[C:14]([Cl:17])[CH:15]=[CH:16][C:9]=3[CH:8]([N:18]3[CH2:23][CH2:22][N:21]([C:24](=[O:45])[CH2:25][CH:26]4[CH2:31][CH2:30][N:29]([C:32](=[N:40][S:41]([CH3:44])(=[O:43])=[O:42])OC5C=CC=CC=5)[CH2:28][CH2:27]4)[CH2:20][CH2:19]3)[C:5]2=[N:6][CH:7]=1.[OH-].[NH4+:47]>CC(O)C>[Br:1][C:2]1[CH:3]=[C:4]2[CH2:12][CH2:11][C:10]3[CH:13]=[C:14]([Cl:17])[CH:15]=[CH:16][C:9]=3[CH:8]([N:18]3[CH2:19][CH2:20][N:21]([C:24](=[O:45])[CH2:25][CH:26]4[CH2:31][CH2:30][N:29]([C:32](=[NH:47])[NH:40][S:41]([CH3:44])(=[O:43])=[O:42])[CH2:28][CH2:27]4)[CH2:22][CH2:23]3)[C:5]2=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 69847030HCID 69847030, compound2×

Product 1

HCID 178505165HCID 178505165, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
25 °C

Procedure

Phenyl 4-[2-[4-(3-bromo-8-chloro-6,11-dihydro-5 H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-yl)-1-piperazinyl]-2-oxoethyl]-N-(methylsulfonyl)-1-piperidinecarboximidate (Formula 22.0, prepare as described in Example 21 above) is dissolved in 2-propanol and concentrated ammonium hydroxide is added. The mixture is stirred at 25° C. for 24 h and then is evaporated to dryness. The residue is triturated with diethyl ether (2×250 ml) and the ether is discarded. The remaining product is chromatographed on a silica gel column to give the title compound (Formula 23.0).

Workup

  1. customis evaporated to dryness
  2. customThe residue is triturated with diethyl ether (2×250 ml)
  3. customThe remaining product is chromatographed on a silica gel column

Sources & evidence

ORD record
ord-d49f603181b24e3693b9a6e41d0befcb
Source dataset
uspto-grants-1999_01
Patent number
US05861395

Reaction notes

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