Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → N-[4-Methyl-3-(4-bromophenyl)aminocarbonyl-phenyl]-2-chloro-5-(tert-butylcarbonylamino)methyl-benzamide

HRID 1846117Notes

Reaction equation

HRID 1846117 reaction equation
[C:1]([C:5]([NH:7][CH2:8][C:9]1[CH:10]=[CH:11][C:12]([Cl:18])=[C:13]([CH:17]=1)[C:14]([OH:16])=O)=[O:6])([CH3:4])([CH3:3])[CH3:2].[NH2:19][C:20]1[CH:21]=[CH:22][C:23]([CH3:36])=[C:24]([CH:35]=1)[C:25]([NH:27][C:28]1[CH:33]=[CH:32][C:31]([Br:34])=[CH:30][CH:29]=1)=[O:26].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>C1COCC1>[CH3:36][C:23]1[CH:22]=[CH:21][C:20]([NH:19][C:14](=[O:16])[C:13]2[CH:17]=[C:9]([CH2:8][NH:7][C:5]([C:1]([CH3:2])([CH3:3])[CH3:4])=[O:6])[CH:10]=[CH:11][C:12]=2[Cl:18])=[CH:35][C:24]=1[C:25]([NH:27][C:28]1[CH:33]=[CH:32][C:31]([Br:34])=[CH:30][CH:29]=1)=[O:26]

Participants

5

Reactant 3

HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 584832082-Chloro-5-[(2,2-dimethylpropanamido)methyl]benzoic acidHCID 584834745-Amino-N-(4-bromo-phenyl)-2-methyl-benzamide

Product 1

HCID 52920324N-[4-Methyl-3-(4-bromophenyl)aminocarbonyl-phenyl]-2-chloro-5-(tert-butylcarbonylamino)methyl-benzamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared analogously to example 7 with 5-(tert-butylcarbonylamino)methyl-2-chloro benzoic acid (50 mg; 0.19 mmol); 5-amino-N-(4-bromo-phenyl)-2-methyl-benzamide (57 mg; 0.19 mmol); HATU (78 mg; 0.2 mmol) in TEA (77 μL; 0.56 mmol) and 5 mL THF.

Sources & evidence

ORD record
ord-c0f3f663c64d4d63bbcad4fcb0a2710e
Source dataset
uspto-grants-2015_02
Patent number
US08951999B2

Reaction notes

Loading…