Methanesulfonic Acid → HCID 178505362, compound

HRID 406904Notes

Reaction equation

HRID 406904 reaction equation
[Cl:1][C:2]1[S:6][C:5]([C:7]([NH:9][CH2:10][C@@H:11]2[O:15][C:14](=[O:16])[N:13]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[N:23]3[CH2:28][CH2:27][NH:26][CH:25]=[N:24]3)[CH2:12]2)=[O:8])=[CH:4][CH:3]=1.CO.C(Cl)Cl.[CH3:34][S:35]([OH:38])(=[O:37])=[O:36]>C(O)C>[CH3:34][S:35]([OH:38])(=[O:37])=[O:36].[Cl:1][C:2]1[S:6][C:5]([C:7]([NH:9][CH2:10][C@@H:11]2[O:15][C:14](=[O:16])[N:13]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[N:23]3[CH2:28][CH2:27][NH:26][CH:25]=[N:24]3)[CH2:12]2)=[O:8])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6395Methanesulfonic AcidHCID 21226129Dichloromethane methanolHCID 178523392HCID 178523392, compound

Product 1

HCID 178505362HCID 178505362, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To the compound obtained in Example 2 (3.3 g, 7.9 mmol), a mixture solution of MeOH/CH2Cl2 (1/4 v/v, 70 ml) was added and stirred with reflux. The pale yellow colored solution thus obtained was cooled to 0 and methylsulfonic acid (0.56 ml, 8.6 mmol) was added thereto. The resulting mixture was concentrated under reduced pressure (reflux condenser, 10 torr, 40) to obtain pale yellow foamy solid. To the resultant solid, absolute ethanol (20 ml) was added and the resulting mixture was stirred with reflux to dissolve solid clearly. The resulting solution was cooled to 0 to 2 hrs. The resulting white solid was concentrated under reduced pressure, washed with absolute EtOH (5 ml), and dried in vacuo (1 torr, 40) to obtain a crystalline methane sulfonate.

Workup

  1. temperaturewith reflux
  2. customThe pale yellow colored solution thus obtained
  3. additionwas added
  4. concentrationThe resulting mixture was concentrated under reduced pressure (reflux condenser, 10 torr, 40)
  5. customto obtain pale yellow foamy solid
  6. stirringthe resulting mixture was stirred
  7. temperaturewith reflux
  8. dissolutionto dissolve solid clearly
  9. temperatureThe resulting solution was cooled to 0 to 2 hrs
  10. concentrationThe resulting white solid was concentrated under reduced pressure
  11. washwashed with absolute EtOH (5 ml)
  12. customdried in vacuo (1 torr, 40)

Sources & evidence

ORD record
ord-bac2282ce4bb4623a07a91d098c50969
Source dataset
uspto-grants-2014_06
Patent number
US08754210B2

Reaction notes

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