Hydroxylamine → HCID 178483995, compound

HRID 81182Notes

Reaction equation

HRID 81182 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[C:13]3[N:14]([CH2:24][C@H:25]4[CH2:30][CH2:29][C@H:28]([CH3:31])[CH2:27][CH2:26]4)[C:15]([N:17]([CH3:23])[CH2:18][C:19]([F:22])([F:21])[F:20])=[N:16][C:12]=3[CH:11]=[C:10]([C:32]#[N:33])[N:9]=2)[CH:5]=[N:6][CH:7]=1.[NH2:34][OH:35]>CCO>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[C:13]3[N:14]([CH2:24][C@H:25]4[CH2:26][CH2:27][C@H:28]([CH3:31])[CH2:29][CH2:30]4)[C:15]([N:17]([CH3:23])[CH2:18][C:19]([F:20])([F:21])[F:22])=[N:16][C:12]=3[CH:11]=[C:10]([C:32](=[NH:33])[NH:34][OH:35])[N:9]=2)[CH:5]=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 178483994HCID 178483994, compound

Product 1

HCID 178483995HCID 178483995, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a reaction vessel containing the residue of 4-(5-chloropyridin-3-yl)-2-(methyl(2,2,2-trifluoroethyl)amino)-3-((trans-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine-6-carbonitrile (0.027 g, 0.056 mmol) suspended in EtOH (1.0 mL) was added hydroxylamine (0.10 mL, 50% w/w in H2O). The reaction was stirred at ambient temperature for 3 hours. To the reaction was then added benzene (2.0 mL), and the reaction was concentrated in vacuo to afford 4-(5-chloropyridin-3-yl)-N-hydroxy-2-(methyl(2,2,2-trifluoroethyl)amino)-3-((trans-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine-6-carboximidamide as a crude residue. MS ESI calc'd. for C23H27ClF3N7O [M+H]+ 510. found 510.

Workup

  1. concentrationadded benzene (2.0 mL), and the reaction was concentrated in vacuo

Sources & evidence

ORD record
ord-622e66660b4142a49ad114bff2255d7b
Source dataset
uspto-grants-2014_09
Patent number
US08846657B2

Reaction notes

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