Ammonium Hydroxide → HCID 58052475, compound

HRID 2190154Notes

Reaction equation

HRID 2190154 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:28][C:11]3=[N:12][C:13]([N:22]([CH3:27])[S:23]([CH3:26])(=[O:25])=[O:24])=[C:14]([CH2:16][CH2:17][CH2:18][C:19]([OH:21])=O)[CH:15]=[C:10]3[C:9]=2[C:29](=[O:32])[NH:30][CH3:31])=[CH:4][CH:3]=1.C[N:34](C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[OH-].[NH4+]>CN(C=O)C>[NH2:34][C:19](=[O:21])[CH2:18][CH2:17][CH2:16][C:14]1[CH:15]=[C:10]2[C:9]([C:29]([NH:30][CH3:31])=[O:32])=[C:8]([C:5]3[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=3)[O:28][C:11]2=[N:12][C:13]=1[N:22]([CH3:27])[S:23]([CH3:26])(=[O:24])=[O:25]

Participants

5

Reactant 3

HCID 14923Ammonium HydroxideHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 58052308HCID 58052308, compound

Product 1

HCID 58052475HCID 58052475, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 4-(2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-(N-methylmethylsulfonamido) furo[2,3-b]pyridin-5-yl)butanoic acid (2.0 mg) in DMF (0.25 ml) is added HATU (3.3 mg). Stirred at rt for 10 min. Ammonium hydroxide (28% in water, 0.018 ml) is added and the mixture is stirred at rt for 30 min and purified by preparative HPLC to afford the title compound (M+H)+=463.1; Retention time=1.10 min, Method A. 1H NMR (400 MHz, DMSO) δ ppm 8.54 (br s, 1H), 8.09 (m, 1H), 8.06-7.97 (m, 2H), 7.53-7.47 (m, 2H), 7.27 (br s, 1H), 6.76 (br s, 1H), 3.21 (s, 3H), 3.19 (s, 3H), 2.86 (s, 3H), 2.84-2.77 (m, 2H), 2.13-2.08 (m, 2H), 1.91-1.81 (m, 2H)

Workup

  1. stirringthe mixture is stirred at rt for 30 min
  2. custompurified by preparative HPLC

Sources & evidence

ORD record
ord-d637b39d57b24548b3d8fa45ae5b8b25
Source dataset
uspto-grants-2012_12
Patent number
US08324239B2

Reaction notes

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