Hydrazine → HCID 10068410, compound

HRID 2375372Notes

Reaction equation

HRID 2375372 reaction equation
[CH3:1][O:2][C:3](=[O:28])[CH2:4][CH2:5][CH2:6][C:7]([C:9]1[C:13]([C:14](=O)[CH3:15])=[C:12]([CH3:17])[N:11]([C:18]2[CH:23]=[CH:22][C:21]([O:24][CH2:25][CH3:26])=[CH:20][CH:19]=2)[C:10]=1[CH3:27])=O.[NH2:29][NH2:30]>C(O)C>[CH3:1][O:2][C:3](=[O:28])[CH2:4][CH2:5][CH2:6][C:7]1[C:9]2=[C:10]([CH3:27])[N:11]([C:18]3[CH:23]=[CH:22][C:21]([O:24][CH2:25][CH3:26])=[CH:20][CH:19]=3)[C:12]([CH3:17])=[C:13]2[C:14]([CH3:15])=[N:30][N:29]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 69275406HCID 69275406, compound

Product 1

HCID 10068410HCID 10068410, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of 5-[4-acetyl-2,5-dimethyl-1-(4-ethoxyphenyl)-1H-pyrrol-3-yl]-5-oxo-pentanoic acid methyl ester (250 mg, 0.65 mmol) in ethanol (1 mL) was added a 1.0M solution of hydrazine in ethanol (0.72 mL, 0.72 mmol). The solution was stirred overnight at rt and concentrated in vacuo to give 4-[6-(4-ethoxyphenyl)-4,5,7-trimethyl-6H-pyrrolo[3,4-d]pyridazin-1-yl]-butyric acid methyl ester as a white solid: 1H NMR (CDCl3, 500 MHz) δ 7.11-7.08 (m, 2H), 7.05-7.03 (in, 2H), 4.11 (q, 2H), 3.63 (s, 3H), 3.12 (t, 2H), 2.77 (s, 3H), 2.51 (t, 2H), 2.41 (s, 3H), 2.40 (s, 3H), 2.14 (quintet, 2H), 1.47 (t, 3H); MS (ESI) 382 (M+H)+.

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-018b61e557ed4b038740e993bdd0d889
Source dataset
uspto-grants-2008_12
Patent number
US07465730B2

Reaction notes

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