Phosphoric Acid → HCID 17980106, compound

HRID 1766278Notes

Reaction equation

HRID 1766278 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([O:11][S:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)(=[O:14])=[O:13])[CH:5]=[C:6]2[C:10]=1[NH:9][CH:8]=[CH:7]2.[CH3:21][N:22]1[CH2:27][CH2:26][C:25](=O)[CH2:24][CH2:23]1.OP(O)(O)=O.[OH-].[NH4+]>C(O)(=O)C>[Br:1][C:2]1[CH:3]=[C:4]([O:11][S:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)(=[O:14])=[O:13])[CH:5]=[C:6]2[C:10]=1[NH:9][CH:8]=[C:7]2[C:25]1[CH2:26][CH2:27][N:22]([CH3:21])[CH2:23][CH:24]=1

Participants

6

Reactant 4

HCID 1004Phosphoric AcidHCID 14923Ammonium HydroxideHCID 740491-Methyl-4-piperidoneHCID 86592475Benzenesulfonic acid 7-bromo-1H-indol-5-yl ester

Product 1

HCID 17980106HCID 17980106, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
75 °C

Procedure

Combine benzenesulfonic acid 7-bromo-1H-indole-5-yl ester and 1-methyl-4-piperidone (4 eq.) in acetic acid. Heat to about 75° C. before adding 2.0 N H3PO4 (3 eq.). After about 6 hours, cool to room temperature and pour into a mixture of ammonium hydroxide in ice water. Separate the organic layer and dry over Na2SO4 and concentrated. Purify to give the title compound.

Workup

  1. temperaturecool to room temperature
  2. customSeparate the organic layer
  3. dry with materialdry over Na2SO4
  4. concentrationconcentrated
  5. customPurify

Sources & evidence

ORD record
ord-46953f80c8524a64bb9010793e26f803
Source dataset
uspto-grants-2007_06
Patent number
US07230011B2

Reaction notes

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