2-Oxoglutaric Acid → HCID 56929056, compound

HRID 1464945Notes

Reaction equation

HRID 1464945 reaction equation
[O:1]=[C:2]([CH2:6][CH2:7][C:8]([OH:10])=[O:9])[C:3]([OH:5])=[O:4].[Cl:11][C:12]1[CH:13]=[CH:14][C:15]2[CH2:21][CH2:20][NH:19][CH2:18][C@H:17]([CH3:22])[C:16]=2[CH:23]=1>C(OCC)(=O)C>[O:1]=[C:2]([CH2:6][CH2:7][C:8]([OH:10])=[O:9])[C:3]([OH:5])=[O:4].[Cl:11][C:12]1[CH:13]=[CH:14][C:15]2[CH2:21][CH2:20][NH:19][CH2:18][C@H:17]([CH3:22])[C:16]=2[CH:23]=1

Participants

4

Reactant 2

HCID 512-Oxoglutaric Acid2×HCID 11658860Lorcaserin

Product 1

HCID 56929056HCID 56929056, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

(R)-8-Chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine oxoglutarate salt was prepared by addition of one equivalent of α-oxo-glutaric acid to a solution of (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine in ethyl acetate at 60° C. α-Oxo-glutaric acid in ethyl acetate at 60° C. was added dropwise 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 oxoglutarate salt had an extrapolated melting onset temperature by DSC of about 115° C.

Workup

  1. additionwas added dropwise with vigorous stirring
  2. customPrecipitation
  3. temperatureto cool
  4. filtrationThe resulting solid was recovered by filtration
  5. customair-dried in a fume hood overnight
  6. customby DSC of about 115° C.

Sources & evidence

ORD record
ord-058dfd9940904985ad05c7a5b5ef1554
Source dataset
uspto-grants-2015_04
Patent number
US08999970B2

Reaction notes

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