Glycolic Acid → HCID 56929770, compound

HRID 1464941Notes

Reaction equation

HRID 1464941 reaction equation
[C:1]([OH:5])(=[O:4])[CH2:2][OH:3].[Cl:6][C:7]1[CH:8]=[CH:9][C:10]2[CH2:16][CH2:15][NH:14][CH2:13][C@H:12]([CH3:17])[C:11]=2[CH:18]=1>C(OCC)(=O)C.CC(C)=O>[C:1]([OH:5])(=[O:4])[CH2:2][OH:3].[Cl:6][C:7]1[CH:8]=[CH:9][C:10]2[CH2:16][CH2:15][NH:14][CH2:13][C@H:12]([CH3:17])[C:11]=2[CH:18]=1

Participants

5

Reactant 2

HCID 757Glycolic Acid2×HCID 11658860Lorcaserin

Product 1

HCID 56929770HCID 56929770, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 8857Ethyl AcetateSolvent

Procedure

(R)-8-Chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine glycolate salt was prepared by the addition of one equivalent of glycolic acid to a solution of (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine in ethyl acetate or acetone at 60° C. Glycolic acid, at 60° C., was added dropwise, in the corresponding solvent, with vigorous stirring. Precipitation occurred immediately and the suspension was allowed to cool and stir overnight. The resulting solid was recovered by filtration and air-dried in a fume hood overnight. (R)-8-Chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine glycolate salt had an extrapolated melting onset temperature by DSC of about 138° C.

Workup

  1. customPrecipitation
  2. temperatureto cool
  3. filtrationThe resulting solid was recovered by filtration
  4. customair-dried in a fume hood overnight
  5. customby DSC of about 138° C.

Sources & evidence

ORD record
ord-c3a786bfc7d843588a5f1b0afe1e8196
Source dataset
uspto-grants-2015_04
Patent number
US08999970B2

Reaction notes

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