Maleic Acid → HCID 11330443, compound

HRID 505646Notes

Reaction equation

HRID 505646 reaction equation
[F:1][C:2]([F:30])([F:29])[S:3]([NH:6][C:7]1[CH:28]=[CH:27][C:10]2[C@H:11]([NH:18][CH2:19][CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C@@H:12]([OH:17])[C:13]([CH3:16])([CH3:15])[O:14][C:9]=2[CH:8]=1)(=[O:5])=[O:4].[C:31]([OH:38])(=[O:37])/[CH:32]=[CH:33]\[C:34]([OH:36])=[O:35]>C(O)C>[C:31]([OH:38])(=[O:37])/[CH:32]=[CH:33]\[C:34]([OH:36])=[O:35].[F:30][C:2]([F:1])([F:29])[S:3]([NH:6][C:7]1[CH:28]=[CH:27][C:10]2[C@H:11]([NH:18][CH2:19][CH2:20][C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)[C@@H:12]([OH:17])[C:13]([CH3:16])([CH3:15])[O:14][C:9]=2[CH:8]=1)(=[O:4])=[O:5]

Participants

4

Reactant 2

HCID 444266Maleic AcidHCID 11330444HCID 11330444, compound

Product 1

HCID 11330443HCID 11330443, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of 1,1,1-trifluoro-N-{(3R*,4S*)-3-hydroxy-2,2-dimethyl-4-[(2-phenylethyl)amino]-3,4-dihydro-2H-benzopyran-7-yl}methanesulfonamide (343 mg, 0.773 mmol) in ethanol (6 mL), a solution of maleic acid (100 mg, 0.862 mmol) in ethanol (1 mL) was added dropwise, and the resulting reaction solution was concentrated under a reduced pressure. The resulting solid was suspended in ethyl acetate, and the resulting suspension was stirred at room temperature and solid was filtered off to obtain 1,1,1-trifluoro-N-{(3R*,4S*)-3-hydroxy-2,2-dimethyl-4-[(2-phenylethyl)amino]-3,4-dihydro-2H-benzopyran-7-yl}methanesulfonamide maleate (yield: 65%).

Workup

  1. customthe resulting reaction solution
  2. concentrationwas concentrated under a reduced pressure
  3. filtrationsolid was filtered off

Sources & evidence

ORD record
ord-c6ffdb0f78764be4bdeb09d35f0528e5
Source dataset
uspto-grants-2010_08
Patent number
US07781483B2

Reaction notes

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