Methanesulfonic Acid → HCID 22009331, compound

HRID 323265Notes

Reaction equation

HRID 323265 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:47]=[C:48]([O:52][CH3:53])[C:49]=1[O:50][CH3:51])[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][C:35]4[CH:40]=[CH:39][C:38]([F:41])=[CH:37][CH:36]=4)[C:32]4[CH:42]=[CH:43][CH:44]=[CH:45][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:46].[CH3:54][S:55]([OH:58])(=[O:57])=[O:56]>C(OCC)(=O)C>[CH3:54][S:55]([OH:58])(=[O:57])=[O:56].[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:47]=[C:48]([O:52][CH3:53])[C:49]=1[O:50][CH3:51])[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][C:35]4[CH:40]=[CH:39][C:38]([F:41])=[CH:37][CH:36]=4)[C:32]4[CH:42]=[CH:43][CH:44]=[CH:45][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:46]

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 9961922HCID 9961922, compound

Product 1

HCID 22009331HCID 22009331, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Combine 1-(3,4,5-trimethoxybenzyl)-3-(2-(4-(1-(4-fluorobenzyl)-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. Repeatedly, 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. customRepeatedly, decant the supernatant
  6. additionadd diethyl ether
  7. customDecant the supernatant
  8. customevaporate in vacuo

Sources & evidence

ORD record
ord-fd85b2ba3b97436f8dfa4b2ae820beac
Source dataset
uspto-grants-2001_04
Patent number
US06211199B1

Reaction notes

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