Methanesulfonic Acid → HCID 86592457, compound

HRID 585536Notes

Reaction equation

HRID 585536 reaction equation
[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].[CH3:6][C:7]1[O:11][C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[N:9][C:8]=1[CH2:18][CH2:19][O:20][C:21]1[CH:26]=[CH:25][C:24]([CH2:27][C@H:28]([NH:34][CH2:35][C:36]2[CH:41]=[CH:40][C:39]([F:42])=[CH:38][CH:37]=2)[C:29]([O:31][CH2:32][CH3:33])=[O:30])=[CH:23][CH:22]=1.C(OC(C)C)(C)C>C(O)C>[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].[CH3:6][C:7]1[O:11][C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[N:9][C:8]=1[CH2:18][CH2:19][O:20][C:21]1[CH:26]=[CH:25][C:24]([CH2:27][C@H:28]([NH:34][CH2:35][C:36]2[CH:41]=[CH:40][C:39]([F:42])=[CH:38][CH:37]=2)[C:29]([O:31][CH2:32][CH3:33])=[O:30])=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 6395Methanesulfonic AcidHCID 7914Diisopropyl EtherHCID 12149023HCID 12149023, compound

Product 1

HCID 86592457HCID 86592457, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Methanesulfonic acid (7.8 mL) was added to a solution of Compound 1 (50.2 g) in ethanol (150 mL), and the temperature of the solution was elevated to 40° C. The solution was stirred for 10 minutes, and the reactor was cooled in an ice bath. When the interior temperature reached 10° C. or lower, diisopropyl ether (300 mL) was added thereto, and the mixture was left to stand for night and day in a dark cold place. The product was collected through filtration with a glass filter and dried under reduced pressure, to thereby yield 52.1 g of the title compound as colorless crystals.

Workup

  1. customwas elevated to 40° C
  2. temperaturethe reactor was cooled in an ice bath
  3. customreached 10° C.
  4. waitthe mixture was left
  5. waitto stand for night and day in a dark cold place
  6. filtrationThe product was collected through filtration with a glass
  7. filtrationfilter
  8. customdried under reduced pressure

Sources & evidence

ORD record
ord-9f870d1f6e99489fa5fac228da6eba2b
Source dataset
uspto-grants-2005_08
Patent number
US06933309B2

Reaction notes

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