Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → HCID 68590874, compound

HRID 1429173Notes

Reaction equation

HRID 1429173 reaction equation
[C:1]1([C:7]2[N:12]=[C:11]([O:13][CH:14]3[CH2:18][CH:17]([C:19]([OH:21])=O)[CH:16]([C:22](=[O:34])[NH:23][C:24]4([C:29]([O:31][CH2:32][CH3:33])=[O:30])[CH2:26][CH:25]4[CH:27]=[CH2:28])[CH2:15]3)[CH:10]=[C:9]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:41][NH:42][CH:43]=[CH:44][CH2:45][CH2:46][CH2:47][CH3:48].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C>[CH2:32]([O:31][C:29]([C:24]1([NH:23][C:22]([CH:16]2[CH2:15][CH:14]([O:13][C:11]3[CH:10]=[C:9]([C:35]4[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=4)[N:8]=[C:7]([C:1]4[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=4)[N:12]=3)[CH2:18][CH:17]2[C:19](=[O:21])[N:42]([CH2:43][CH2:44][CH2:45][CH2:46][CH:47]=[CH2:48])[CH3:41])=[O:34])[CH2:26][CH:25]1[CH:27]=[CH2:28])=[O:30])[CH3:33]

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 68592521HCID 68592521, compoundHCID 86641378HCID 86641378, compound

Product 1

HCID 68590874HCID 68590874, compoundYield 94.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The acid 17c (1.2 g, 2 mmol) was reacted with N-methylhexeneamine (340 mg, 3.0 mmol) DIEA (1.29 g, 10.0 mmol) and HATU (1.1 g, 3 mmol) in dry DMF (30 ml) according to the procedure described in Example 13 step c. Purification by column chromatography on silica gel gave the title compound (1.2 g, 93%), (M+H)+637.

Workup

  1. customPurification by column chromatography on silica gel

Sources & evidence

ORD record
ord-8002c9d733ca47f7b2160e8e1dd36ac9
Source dataset
uspto-grants-2015_01
Patent number
US08937080B2

Reaction notes

Loading…