Phosphoric Acid → HCID 56929014, compound

HRID 1464942Notes

Reaction equation

HRID 1464942 reaction equation
[P:1](=[O:5])([OH:4])([OH:3])[OH:2].[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>[P:1]([OH:5])([OH:4])([OH:3])=[O:2].[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 1004Phosphoric AcidHCID 11658860Lorcaserin

Product 1

HCID 56929014HCID 56929014, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 7915Isopropyl AcetateSolvent

Procedure

(R)-8-Chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine phosphate salt was prepared by dropwise addition of ortho-phosphoric acid (85%) (0.5-1 mole equivalent) to a solution of (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine free base in isopropyl acetate or acetonitrile with vigorous stirring. Immediate precipitation was observed in all experiments. Initially amorphous material was slurried in acetone; initially crystalline material was slurried/ripened in n-propanol for 3 days. (R)-8-Chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine phosphate salt had an extrapolated melting onset temperature by DSC of about 208° C.

Workup

  1. customImmediate precipitation
  2. customby DSC of about 208° C.

Sources & evidence

ORD record
ord-5fb2b6b465de4ea287f02499d20b5526
Source dataset
uspto-grants-2015_04
Patent number
US08999970B2

Reaction notes

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