Hydrazine → HCID 67052331, compound

HRID 599431Notes

Reaction equation

HRID 599431 reaction equation
NN.[NH2:3][C:4]1[C:13]2[N:14]=[C:15]([CH2:26][O:27][N:28]3C(=O)C4C(=CC=CC=4)C3=O)[N:16]([CH2:17][CH2:18][CH2:19][NH:20][C:21](=[O:25])[CH:22]([CH3:24])[CH3:23])[C:12]=2[C:11]2[N:10]=[CH:9][CH:8]=[CH:7][C:6]=2[N:5]=1>C(O)C>[NH2:3][C:4]1[C:13]2[N:14]=[C:15]([CH2:26][O:27][NH2:28])[N:16]([CH2:17][CH2:18][CH2:19][NH:20][C:21](=[O:25])[CH:22]([CH3:24])[CH3:23])[C:12]=2[C:11]2[N:10]=[CH:9][CH:8]=[CH:7][C:6]=2[N:5]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 67052384HCID 67052384, compound

Product 1

HCID 67052331HCID 67052331, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Anhydrous hydrazine (0.160 mL, 5.22 mmol) was added to a suspension of N-[3-(4-amino-2-{[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)oxy]methyl}-1H-imidazo[4,5-c]-[1,5]naphthyridin-1-yl)propyl]-2-methylpropanamide (0.848 g, 1.74 mmol) in ethanol (10 mL). The mixture was allowed to stir at room temperature for 2.5 hours, then was concentrated under reduced pressure to yield crude N-(3-{4-amino-2-[(aminooxy)methyl]-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl}propyl)-2-methylpropanamide as a yellow solid, all of which was used in the next step.

Workup

  1. concentrationwas concentrated under reduced pressure

Sources & evidence

ORD record
ord-6aec58cf05044638975a9fc43498a2a3
Source dataset
uspto-grants-2011_03
Patent number
US07897767B2

Reaction notes

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