Methylamine → HCID 18613731, compound

HRID 705113Notes

Reaction equation

HRID 705113 reaction equation
Br[CH:2]([C:4]1[N:5]([C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=2)[C:6](=[O:14])[C:7]2[CH:13]=[CH:12][CH:11]=[N:10][C:8]=2[N:9]=1)[CH3:3].[CH3:22][NH2:23]>C(O)C>[F:21][C:18]1[CH:19]=[CH:20][C:15]([N:5]2[C:6](=[O:14])[C:7]3[CH:13]=[CH:12][CH:11]=[N:10][C:8]=3[N:9]=[C:4]2[CH:2]([NH:23][CH3:22])[CH3:3])=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 18613734HCID 18613734, compound

Product 1

HCID 18613731HCID 18613731, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

A suspension of the bromide (18) (80 mg, 0.23 mmol) and 8.03M solution of methylamine in ethanol (0.64 mL) was heated to 40° C. for 3 h, and stirred at ambient temperature overnight. The resulting suspension was concentrated to dryness under reduced pressure, and the resulting light brown solid was taken up in dichloromethane and filtered through a silica-gel plug to give the title amine (19) (57 mg, 83%) as a beige solid (The crude material was directly taken through the next step without further purification).

Workup

  1. concentrationThe resulting suspension was concentrated to dryness under reduced pressure
  2. filtrationfiltered through a silica-gel plug

Sources & evidence

ORD record
ord-ca8adda3805844ec83a245536bc4ea4e
Source dataset
uspto-grants-2015_11
Patent number
US09173869B2

Reaction notes

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