Methylamine → HCID 22105475, compound

HRID 1456639Notes

Reaction equation

HRID 1456639 reaction equation
[CH3:1][NH2:2].Br[CH:4]1[CH:10]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[Cl:17])[C:8]2[CH:18]=[C:19]([Cl:22])[CH:20]=[CH:21][C:7]=2[NH:6][C:5]1=[O:23]>C1COCC1.CCOC(C)=O>[Cl:22][C:19]1[CH:20]=[CH:21][C:7]2[NH:6][C:5](=[O:23])[CH:4]([NH:2][CH3:1])[CH:10]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[Cl:17])[C:8]=2[CH:18]=1

Participants

5

Reactant 2

HCID 6329MethylamineHCID 22105470HCID 22105470, compound

Product 1

HCID 22105475HCID 22105475, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolvent3×HCID 8857Ethyl AcetateSolvent

Procedure

A solution of methyl amine (16.0 mL of a 1.1N THF solution, 17.6 mmole) in 50 mL of dry THF was cooled to 0°-5° C. in an ice-water bath. To this solution was added, over a ten minute period, a solution of crude rac-3-bromo-7-chloro-5-(2-chlorophenyl)-1,3-dihydro-2-H1-benzazepin-2-one (3.36 g estimated to be 85% pure, 7.36 mmole), dissolved in 55 mL of THF. After 10 minutes, the reaction solution was diluted with 300 mL of EtOAc, washed with water and brine, and dried (sodium sulfate). Concentration and drying under high vacuum yielded 2.98 g of crude material, which was used as is in the next step.

Workup

  1. additionTo this solution was added, over a ten minute period
  2. washwashed with water and brine
  3. dry with materialdried (sodium sulfate)
  4. concentrationConcentration
  5. customdrying under high vacuum

Sources & evidence

ORD record
ord-887de6470d144231b3f768ee422702b2
Source dataset
uspto-grants-1998_12
Patent number
US05843941

Reaction notes

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