Benzenesulfonic Acid → HCID 86752433, compound

HRID 1599443Notes

Reaction equation

HRID 1599443 reaction equation
[OH:1][C:2]([C:5]1[CH:6]=[CH:7][C:8]([O:34][CH3:35])=[C:9]([CH2:11][NH:12][C@H:13]2[CH:18]3[CH2:19][CH2:20][N:15]([CH2:16][CH2:17]3)[C@H:14]2[CH:21]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:10]=1)([CH3:4])[CH3:3].[C:36]1([S:42]([OH:45])(=[O:44])=[O:43])[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1>CO>[C:36]1([S:42]([OH:45])(=[O:44])=[O:43])[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1.[OH:1][C:2]([C:5]1[CH:6]=[CH:7][C:8]([O:34][CH3:35])=[C:9]([CH2:11][NH:12][C@H:13]2[CH:18]3[CH2:17][CH2:16][N:15]([CH2:20][CH2:19]3)[C@H:14]2[CH:21]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH:10]=1)([CH3:4])[CH3:3]

Participants

4

Reactant 2

HCID 7371Benzenesulfonic AcidHCID 10073453Ezlopitant metabolite M16

Product 1

HCID 86752433HCID 86752433, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a stirred solution of (2S,3S)-N-[5-(1-hydroxy-1-methylethyl)-2-methoxyphenyl]methyl-2-diphenylmethyl-1-azabicyclo[2.2.2]octan-3-amine (170 mg, 0.306 mmol) in anhydrous methanol (5 ml) was added benzenesulfonic acid (48.4 mg, 0.306 mmol) in anhydrous methanol (5 ml) dropwise at 0° C. The solvent was evaporated in vacuo, and the residue was crystallized from i-propanol to afford CJ-12,764-26 (141 mg, 64.6%) as a white crystal.

Workup

  1. customThe solvent was evaporated in vacuo
  2. customthe residue was crystallized from i-propanol
  3. customto afford CJ-12,764-26 (141 mg, 64.6%) as a white crystal

Sources & evidence

ORD record
ord-7736f28bb353441baa0abd7ca35582c3
Source dataset
uspto-grants-1998_04
Patent number
US05741797

Reaction notes

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