Citric Acid → HCID 131732661, compound

HRID 1464943Notes

Reaction equation

HRID 1464943 reaction equation
[C:1]([OH:13])(=[O:12])[CH2:2][C:3]([CH2:8][C:9]([OH:11])=[O:10])([C:5]([OH:7])=[O:6])[OH:4].[Cl:14][C:15]1[CH:16]=[CH:17][C:18]2[CH2:24][CH2:23][NH:22][CH2:21][C@H:20]([CH3:25])[C:19]=2[CH:26]=1.CO>C(OC(C)C)(=O)C>[OH2:4].[C:1]([OH:13])(=[O:12])[CH2:2][C:3]([CH2:8][C:9]([OH:11])=[O:10])([C:5]([OH:7])=[O:6])[OH:4].[Cl:14][C:15]1[CH:16]=[CH:17][C:18]2[CH2:24][CH2:23][NH:22][CH2:21][C@H:20]([CH3:25])[C:19]=2[CH:26]=1.[Cl:14][C:15]1[CH:16]=[CH:17][C:18]2[CH2:24][CH2:23][NH:22][CH2:21][C@H:20]([CH3:25])[C:19]=2[CH:26]=1.[C:1]([OH:13])(=[O:12])[CH2:2][C:3]([CH2:8][C:9]([OH:11])=[O:10])([C:5]([OH:7])=[O:6])[OH:4]

Participants

5

Reactant 3

HCID 311Citric AcidHCID 887MethanolHCID 11658860Lorcaserin

Product 1

HCID 131732661HCID 131732661, compound

Reagents, catalysts & solvents 1

HCID 7915Isopropyl AcetateSolvent

Procedure

(R)-8-Chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine citrate salt hemihydrate was prepared by dropwise addition of 1 mole equivalent of citric acid in hot MeOH to a solution of (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine in isopropyl acetate. Precipitation occurred spontaneously. (R)-8-Chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine citrate salt hemihydrate had a dehydration onset temperature by DSC of about 80° C.

Workup

  1. customPrecipitation
  2. customby DSC of about 80° C.

Sources & evidence

ORD record
ord-551bd28d46fd4e4d8e7b1635ee8dcd82
Source dataset
uspto-grants-2015_04
Patent number
US08999970B2

Reaction notes

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