Maleic Acid → HCID 11295107, compound

HRID 505645Notes

Reaction equation

HRID 505645 reaction equation
[OH:1][C@@H:2]1[C@@H:7]([NH:8][CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:6]2[CH:17]=[CH:18][C:19]([NH:21][S:22]([CH3:25])(=[O:24])=[O:23])=[CH:20][C:5]=2[O:4][C:3]1([CH3:27])[CH3:26].[C:28]([OH:35])(=[O:34])/[CH:29]=[CH:30]\[C:31]([OH:33])=[O:32]>C(O)C>[C:28]([OH:35])(=[O:34])/[CH:29]=[CH:30]\[C:31]([OH:33])=[O:32].[OH:1][C@@H:2]1[C@@H:7]([NH:8][CH2:9][CH2:10][C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:6]2[CH:17]=[CH:18][C:19]([NH:21][S:22]([CH3:25])(=[O:24])=[O:23])=[CH:20][C:5]=2[O:4][C:3]1([CH3:27])[CH3:26]

Participants

4

Reactant 2

HCID 444266Maleic AcidHCID 11295108HCID 11295108, compound

Product 1

HCID 11295107HCID 11295107, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of N-{(3R*,4S*)-3-hydroxy-2,2-dimethyl-4-[(2-phenylethyl)amino]-3,4-dihydro-2H-1-benzopyran-7-yl}methanesulfonamide, (66.8 mg, 0.171 mmol) in ethanol, a solution of maleic acid (22 mg, 0.19 mmol) in ethanol was added dropwise. After concentrating under a reduced pressure, the resulting solid was suspended in ethyl acetate. The suspension was stirred and solid was filtered off. The solid was washed with ethyl acetate, dried and thus N-{(3R*,4S*)-3-hydroxy-2,2-dimethyl-4-[(2-phenylethyl)amino]-3,4-dihydro-2H-1-benzopyran-7-yl}-methanesulfonamide maleate (yield: 85%) was obtained.

Workup

  1. concentrationAfter concentrating under a reduced pressure
  2. filtrationsolid was filtered off
  3. washThe solid was washed with ethyl acetate
  4. customdried

Sources & evidence

ORD record
ord-5a5b34b3a52042459f59879c3c4aabb1
Source dataset
uspto-grants-2010_08
Patent number
US07781483B2

Reaction notes

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