Hydrazine → HCID 24997119, compound

HRID 1967105Notes

Reaction equation

HRID 1967105 reaction equation
O=C1C2C(=CC=CC=2)C(=O)[N:3]1[CH2:12][CH:13]([NH:23][C:24]([C:26]1[CH:30]=[C:29]([C:31]2[N:35]([CH3:36])[N:34]=[CH:33][CH:32]=2)[S:28][CH:27]=1)=[O:25])[C:14]([CH3:22])([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH3:15].NN>CO.C1COCC1>[NH2:3][CH2:12][CH:13]([NH:23][C:24]([C:26]1[CH:30]=[C:29]([C:31]2[N:35]([CH3:36])[N:34]=[CH:33][CH:32]=2)[S:28][CH:27]=1)=[O:25])[C:14]([CH3:22])([C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)[CH3:15]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 67065479HCID 67065479, compound

Product 1

HCID 24997119HCID 24997119, compound

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

To a solution of N-{1-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]-2-methyl-2-phenylpropyl}-5-(1-methyl-1H-pyrazol-5-yl)-3-thiophenecarboxamide (96 mg, 0.20 mmol) in MeOH/THF (20 mL, 3:1) at RT was added hydrazine (45 μL, 1.43 mmol). After stirring for 18 h at RT, the reaction mixture was adsorbed onto silica and purified via column chromatography (silica, 3% MeOH in DCM (1% NH4OH)) yielding the title compound.

Workup

  1. custompurified via column chromatography (silica, 3% MeOH in DCM (1% NH4OH))

Sources & evidence

ORD record
ord-526abc9c05a34a6989eb0e27339b2bc7
Source dataset
uspto-grants-2013_04
Patent number
US08420690B2

Reaction notes

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