HCID 86761066, compound → HCID 59212642, compound

HRID 2244917Notes

Reaction equation

HRID 2244917 reaction equation
CC1(C)C2CC[C@]1(CS(O)(=O)=O)C(=O)C2.[OH:16][C@@H:17]1[CH2:25][C:24]2[C:19](=[CH:20][CH:21]=[C:22]([C:26]([F:29])([F:28])[F:27])[CH:23]=2)[C@H:18]1[N:30]1[CH2:35][CH2:34][N:33]([C:36]2([CH3:49])[CH2:41][CH2:40][N:39]([C:42]([O:44][C:45]([CH3:48])([CH3:47])[CH3:46])=[O:43])[CH2:38][CH2:37]2)[CH2:32][C@@H:31]1[CH3:50]>[OH-].[Na+]>[OH:16][C@@H:17]1[CH2:25][C:24]2[C:19](=[CH:20][CH:21]=[C:22]([C:26]([F:29])([F:27])[F:28])[CH:23]=2)[C@H:18]1[N:30]1[CH2:35][CH2:34][N:33]([C:36]2([CH3:49])[CH2:37][CH2:38][N:39]([C:42]([O:44][C:45]([CH3:48])([CH3:47])[CH3:46])=[O:43])[CH2:40][CH2:41]2)[CH2:32][C@@H:31]1[CH3:50]

Participants

3

Reactant 1

HCID 86761066HCID 86761066, compound

Product 1

HCID 59212642HCID 59212642, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

tert-Butyl 4-{(3S)-4-[(1R,2R)-2-hydroxy-5-(trifluoromethyl)-2,3-dihydro-1H-inden-1-yl]-3-methylpiperazin-1-yl}-4-methylpiperidine-1-carboxylate [(1R)-7,7-dimethyl-2-oxobicyclo [2.2.1]hept-1-yl]methanesulfonic acid salt (512 g, 0.701 mol) was dissolved in 1 M aqueous sodium hydroxide (1 L), and the solution was extracted with methylene chloride (2×2 L). The combined organic layers were dried over magnesium sulfate and concentrated. The residue was further dried under high vacuum to give off-white foamy solid (346 g. 99.1%). MS (EI) 498.2 (M+1).

Workup

  1. extractionthe solution was extracted with methylene chloride (2×2 L)
  2. dry with materialThe combined organic layers were dried over magnesium sulfate
  3. concentrationconcentrated
  4. customThe residue was further dried under high vacuum
  5. customto give off-white foamy solid (346 g. 99.1%)

Sources & evidence

ORD record
ord-aa88bc1d1b8541cd825e6018abb8896f
Source dataset
uspto-grants-2010_03
Patent number
US07678798B2

Reaction notes

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