Methanesulfonic Acid → HCID 88036021, compound

HRID 1369407Notes

Reaction equation

HRID 1369407 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-494fcfcbb5314db7b01c480b9fa4fcb2
Source dataset
uspto-grants-2003_06
Patent number
US06579870B2

Reaction notes

Loading…