Methanesulfonic Acid → HCID 88072343, compound

HRID 323301Notes

Reaction equation

HRID 323301 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:45]=[C:46]([O:50][CH3:51])[C:47]=1[O:48][CH3:49])[CH2:6][N:7]1[CH2:11][CH2:10][C:9]([CH2:21][CH2:22][N:23]2[CH2:28][CH2:27][CH:26]([NH:29][C:30]3[N:34]([CH2:35][CH2:36][O:37][CH2:38][CH3:39])[C:33]4[CH:40]=[CH:41][CH:42]=[CH:43][C:32]=4[N:31]=3)[CH2:25][CH2:24]2)([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=2)[C:8]1=[O:44].C(OCC)(=O)C.[CH3:58][S:59]([OH:62])(=[O:61])=[O:60]>C(OCC)C>[CH3:58][S:59]([OH:62])(=[O:61])=[O:60].[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:45]=[C:46]([O:50][CH3:51])[C:47]=1[O:48][CH3:49])[CH2:6][N:7]1[CH2:11][CH2:10][C:9]([CH2:21][CH2:22][N:23]2[CH2:28][CH2:27][CH:26]([NH:29][C:30]3[N:34]([CH2:35][CH2:36][O:37][CH2:38][CH3:39])[C:33]4[CH:40]=[CH:41][CH:42]=[CH:43][C:32]=4[N:31]=3)[CH2:25][CH2:24]2)([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=2)[C:8]1=[O:44]

Participants

5

Reactant 3

HCID 6395Methanesulfonic AcidHCID 8857Ethyl AcetateHCID 9810292HCID 9810292, compound

Product 1

HCID 88072343HCID 88072343, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Combine 1-(3,4,5-trimethoxybenzyl)-3-(2-(4-(1-(2-ethoxyethyl)-1H-benzimidazol-2-yl-amino)piperidin-1-yl)ethyl)-3-(4-methoxyphenylmethyl)-2-oxopyrrolidine (0.81 g, 1.16 mmol) and ethyl acetate. Add methanesulfonic acid (0.23 g, 2.44 mmol) and heat to reflux. After 1 hour, cool to ambient temperature. After 18 hours, add diethyl ether (100 mL) and stir to give a solid. Decant the supernatant, collect the solid, and dry to give the title compound: mp: 222-224° C.

Workup

  1. waitAfter 18 hours
  2. customto give a solid
  3. customDecant the supernatant
  4. customcollect the solid
  5. customdry

Sources & evidence

ORD record
ord-4fd1137de7d94567b9eb842051f65d5f
Source dataset
uspto-grants-2001_04
Patent number
US06211199B1

Reaction notes

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