Methanesulfonic Acid → HCID 88036021, compound

HRID 1356550Notes

Reaction equation

HRID 1356550 reaction equation
[C:1]([NH:4][C:5]1[CH:6]=[C:7]([N:21]2[CH2:27][CH2:26][CH2:25][N:24](C(OC(C)(C)C)=O)[CH2:23][CH2:22]2)[CH:8]=[CH:9][C:10]=1[S:11]([C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[CH:15]=1)(=[O:13])=[O:12])(=[O:3])[CH3:2].[CH3:35][S:36]([OH:39])(=[O:38])=[O:37]>CCOCC.C(Cl)Cl>[CH3:35][S:36]([OH:39])(=[O:38])=[O:37].[N:21]1([C:7]2[CH:8]=[CH:9][C:10]([S:11]([C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[CH:15]=3)(=[O:13])=[O:12])=[C:5]([NH:4][C:1](=[O:3])[CH3:2])[CH:6]=2)[CH2:27][CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1

Participants

5

Reactant 2

HCID 6395Methanesulfonic AcidHCID 12074227HCID 12074227, compound

Product 1

HCID 88036021HCID 88036021, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolvent2×HCID 6344DichloromethaneSolvent

Procedure

To a mixture of tert-butyl 4-[3-(acetylamino)-4-[(3-fluorophenyl)sulfonyl]phenyl]-1,4-diazepane-1-carboxylate (0.508 g, 1.03 mmol) in 20 mL of a 1:1 Et2O:CH2Cl2 solvent is added anhydrous methanesulfonic acid (0.109 g, 1.14 mmol) and the mixture is stirred at rt for 2.5 h. Hot Et2O (10 mL) is added and the white solid is filtered, rinsed with Et2O and dried under vacuum to give 0.497 g (99%) of the title compound as a white solid.

Workup

  1. filtrationthe white solid is filtered
  2. washrinsed with Et2O
  3. customdried under vacuum

Sources & evidence

ORD record
ord-f588d3d8846f46789c11e37615aa4fcf
Source dataset
uspto-grants-2003_07
Patent number
US06586592B2

Reaction notes

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