Hydrazine → HCID 86681498, compound

HRID 340010Notes

Reaction equation

HRID 340010 reaction equation
[CH:1]1([CH2:4][C@H:5]([N:18]2[CH2:26][C:25]3[C:20](=[CH:21][CH:22]=[C:23]([C:27]4[N:31]([CH3:32])[N:30]=[CH:29][CH:28]=4)[CH:24]=3)[C:19]2=[O:33])[CH2:6][N:7]2C(=O)C3C(=CC=CC=3)C2=O)[CH2:3][CH2:2]1.NN>CO>[NH2:7][CH2:6][C@@H:5]([N:18]1[CH2:26][C:25]2[C:20](=[CH:21][CH:22]=[C:23]([C:27]3[N:31]([CH3:32])[N:30]=[CH:29][CH:28]=3)[CH:24]=2)[C:19]1=[O:33])[CH2:4][CH:1]1[CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 86681495HCID 86681495, compound

Product 1

HCID 86681498HCID 86681498, compoundYield 37.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-{(2S)-3-Cyclopropyl-2-[5-(1-methyl-1H-pyrazol-5-yl)-1-oxo-1,3-dihydro-2H-isoindol-2-yl]propyl}-1H-isoindole-1,3(2H)-dione (56 mg, 0.13 mmol) was dissolved in hydrazine (1 mL, 30 mmol) and methanol (5 mL). The resulting solution was stirred at room temperature for 2 h. Direct purification on prep.HPLC afforded 15 mg (37% yield) of the final desired product. LC-MS found: 311 (M+H)+.

Workup

  1. customDirect purification on prep.HPLC

Sources & evidence

ORD record
ord-dd632fa392314e60823a2eb759870bf1
Source dataset
uspto-grants-2014_11
Patent number
US08895571B2

Reaction notes

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