Methanesulfonic Acid → HCID 56929674, compound

HRID 1464937Notes

Reaction equation

HRID 1464937 reaction equation
[CH3:1][S:2]([OH:5])(=[O:4])=[O: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(OC(C)C)(=O)C>C(#N)C>[S:2]([OH:5])(=[O:4])(=[O:3])[CH3:1].[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 3

HCID 6395Methanesulfonic AcidHCID 7915Isopropyl AcetateHCID 11658860Lorcaserin

Product 1

HCID 56929674HCID 56929674, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
60 °C

Procedure

(R)-8-Chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine mesylate salt was prepared by the dropwise addition of one equivalent of methanesulfonic acid (99.5%) to a solution of (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine free base in acetonitrile, or isopropyl acetate with vigorous stirring. Crystallization occurred either immediately or within 24 hours after the solution was heated to ˜60° C. and then allowed to cool to RT while stirring. (R)-8-Chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine mesylate salt had an extrapolated melting onset temperature by DSC of about 178° C.

Workup

  1. customCrystallization
  2. temperatureto cool to RT
  3. customby DSC of about 178° C.

Sources & evidence

ORD record
ord-f62e86d826d64cb3a2ea8dd5247f654a
Source dataset
uspto-grants-2015_04
Patent number
US08999970B2

Reaction notes

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