Methylamine → HCID 117599757, compound

HRID 513224Notes

Reaction equation

HRID 513224 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[C:4]([C:11](=[O:21])[C:12]2[CH:17]=[C:16]([O:18][CH3:19])[CH:15]=[C:14]([F:20])[CH:13]=2)[CH:3]=1.[CH:22]([N:25](CC)C(C)C)(C)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CN>CN(C)C=O>[Br:1][C:2]1[CH:3]=[C:4]2[C:5](=[CH:9][CH:10]=1)[C:6](=[O:7])[N:25]([CH3:22])[C:11]2([C:12]1[CH:17]=[C:16]([O:18][CH3:19])[CH:15]=[C:14]([F:20])[CH:13]=1)[OH:21]

Participants

6

Reactant 4

HCID 6329MethylamineHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 117600182HCID 117600182, compound

Product 1

HCID 117599757HCID 117599757, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-Bromo-2-(3-fluoro-5-methoxy-benzoyl)-benzoic acid (140 mg; 0.39 mmol) is dissolved in 1.4 ml N,N-dimethylformamide, treated with N,N-Diisopropylethylamine (154 μl; 1.19 mmol) and HATU (66 mg; 0.44 mmol). It is stirred at ambient temperature for 5 minutes before 2.0 mol/l methylamine (341 μl; 0.80 mmol) is added. After 16 hours the reaction mixture is purified via reversed phase chromatography under basic conditions.

Workup

  1. additionis added
  2. customAfter 16 hours the reaction mixture is purified via reversed phase chromatography under basic conditions

Sources & evidence

ORD record
ord-ce864259c9044475a9c280025ec0a9e9
Source dataset
uspto-grants-2015_08
Patent number
US09102684B2

Reaction notes

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