Hydrazine hydrate (1:1) → HCID 59589777, compound

HRID 1971565Notes

Reaction equation

HRID 1971565 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:14]3[N:15]=[C:16]([NH:18][C:19]4[CH:39]=[CH:38][C:22]([O:23][CH2:24][CH2:25][CH2:26][N:27]5C(=O)C6C(=CC=CC=6)C5=O)=[CH:21][CH:20]=4)[N:17]=[C:13]3[CH:12]=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.O.NN>C(O)C>[NH2:27][CH2:26][CH2:25][CH2:24][O:23][C:22]1[CH:21]=[CH:20][C:19]([NH:18][C:16]2[N:17]=[C:13]3[CH:12]=[CH:11][CH:10]=[C:9]([C:6]4[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=4)[N:14]3[N:15]=2)=[CH:39][CH:38]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 68704970HCID 68704970, compound

Product 1

HCID 59589777HCID 59589777, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2-(3-{4-[5-(4-methoxy-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamino]-phenoxy}-propyl)-isoindole-1,3-dione (XX-039) (0.1 g, 0.192 mmol) in ethanol (2 mL), hydrazine hydrate (0.05 mL, 0.192 mmol) was added and the solution was refluxed overnight. After removal of the volatiles under reduced pressure, the crude product was purified by preparatory HPLC. LCMS Method: 2: RT: 2.62 min, MI: 390 [M+1].

Workup

  1. temperaturethe solution was refluxed overnight
  2. customAfter removal of the volatiles under reduced pressure
  3. customthe crude product was purified by preparatory HPLC

Sources & evidence

ORD record
ord-520ac494b6254781898aa7f02f0b0a5c
Source dataset
uspto-grants-2013_04
Patent number
US08431596B2

Reaction notes

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