Isobutylamine → HCID 59374131, compound

HRID 473752Notes

Reaction equation

HRID 473752 reaction equation
CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[N:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[NH:31][C:32]1[CH:47]=[CH:46][C:35]([O:36][C:37]2[N:45]=[CH:44][CH:43]=[CH:42][C:38]=2[C:39]([OH:41])=O)=[CH:34][CH:33]=1.C(N(C(C)C)CC)(C)C.[CH2:57]([NH2:61])[CH:58]([CH3:60])[CH3:59]>CN(C=O)C>[CH2:57]([NH:61][C:39](=[O:41])[C:38]1[CH:42]=[CH:43][CH:44]=[N:45][C:37]=1[O:36][C:35]1[CH:34]=[CH:33][C:32]([NH:31][C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][N:25]=2)=[CH:47][CH:46]=1)[CH:58]([CH3:60])[CH3:59]

Participants

6

Reactant 4

HCID 6558IsobutylamineHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 593739222-(4-(Pyridin-2-ylamino)phenoxy)nicotinic acid

Product 1

HCID 59374131HCID 59374131, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

HATU (178 mg, 0.469 mmol) was added to a mixture of 2-(4-(pyridin-2-ylamino)phenoxy)nicotinic acid (131 mg, 0.426 mmol) and diisopropylethylamine (148 μL, 0.853 mmol) in DMF (1 mL) and the mixture was stirred at rt for 10 min. Isobutylamine (63.5 μL, 0.639 mmol) was added and the mixture was stirred at rt for 1 h. The mixture was purified by chromatography on silica gel to deliver N-isobutyl-2-(4-(pyridin-2-ylamino)phenoxy)nicotinamide as a white solid. MS (ESI, pos. ion) m/z: 363.1 (M+1). IC50 (uM) 0.09344.

Workup

  1. stirringthe mixture was stirred at rt for 1 h
  2. customThe mixture was purified by chromatography on silica gel

Sources & evidence

ORD record
ord-49635fd0ac39482096960eb7ef2e0d88
Source dataset
uspto-grants-2014_01
Patent number
US08637500B2

Reaction notes

Loading…