Methanesulfonic Acid → HCID 22009480, compound

HRID 323288Notes

Reaction equation

HRID 323288 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:44]=[C:45]([O:49][CH3:50])[C:46]=1[O:47][CH3:48])[CH2:6][N:7]1[CH2:11][CH2:10][C:9]([CH2:20][CH2:21][N:22]2[CH2:27][CH2:26][CH:25]([NH:28][C:29]3[N:33]([CH2:34][CH2:35][O:36][CH2:37][CH3:38])[C:32]4[CH:39]=[CH:40][CH:41]=[CH:42][C:31]=4[N:30]=3)[CH2:24][CH2:23]2)([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[C:8]1=[O:43].[CH3:51][S:52]([OH:55])(=[O:54])=[O:53]>C(OCC)(=O)C>[CH3:51][S:52]([OH:55])(=[O:54])=[O:53].[CH3:50][O:49][C:45]1[CH:44]=[C:5]([CH:4]=[C:3]([O:2][CH3:1])[C:46]=1[O:47][CH3:48])[CH2:6][N:7]1[CH2:11][CH2:10][C:9]([CH2:20][CH2:21][N:22]2[CH2:27][CH2:26][CH:25]([NH:28][C:29]3[N:33]([CH2:34][CH2:35][O:36][CH2:37][CH3:38])[C:32]4[CH:39]=[CH:40][CH:41]=[CH:42][C:31]=4[N:30]=3)[CH2:24][CH2:23]2)([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[C:8]1=[O:43]

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 9874780HCID 9874780, compound

Product 1

HCID 22009480HCID 22009480, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Combine 1-(3,4,5-trimethoxybenzyl)-3-(2-(4-(1-(2-ethoxyethyl)-1H-benzimidazol-2-yl-amino)piperidin-1-yl)ethyl)-3-(4-fluorophenylmethyl)-2-oxopyrrolidine (0.53 g, 0.74 mmol) and methanesulfonic acid (0.15 g, 1.6 mmol) in ethyl acetate. Heat to reflux. After 1 hour, allow to cool to ambient temperature to form a solid. Decant the supernatant and add diethyl ether and stir. Twice more decant the supernatant and add diethyl ether. Decant the supernatant and evaporate in vacuo to give the title compound.

Workup

  1. temperatureHeat to reflux
  2. customto form a solid
  3. customDecant the supernatant
  4. additionadd diethyl ether
  5. customTwice more decant the supernatant
  6. additionadd diethyl ether
  7. customDecant the supernatant
  8. customevaporate in vacuo

Sources & evidence

ORD record
ord-8b503ed5a08d4de98339402d0a16906a
Source dataset
uspto-grants-2001_04
Patent number
US06211199B1

Reaction notes

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