Hydrazine hydrate (1:1) → HCID 135862905, compound

HRID 1258479Notes

Reaction equation

HRID 1258479 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:22]=[CH:23][CH:24]=1)[CH2:6][NH:7][C:8]1O[C:10]([C:13]2[C:21]3[C:16](=[N:17][CH:18]=[CH:19][CH:20]=3)[NH:15][CH:14]=2)=[N:11][N:12]=1.O.[NH2:26][NH2:27]>CC(O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:22]=[CH:23][CH:24]=1)[CH2:6][NH:7][C:8]1[N:26]([NH2:27])[C:10]([C:13]2[C:21]3[C:16](=[N:17][CH:18]=[CH:19][CH:20]=3)[NH:15][CH:14]=2)=[N:11][N:12]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 136060440HCID 136060440, compound

Product 1

HCID 135862905HCID 135862905, compoundYield 31.8%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 50 mg of (3-methoxybenzyl)-[5-(1H-pyrrolo[2,3-b]pyridin-3-yl)-1,3,4-oxadiazol-2-yl]amine (prepared by method 1) and 75 μl of hydrazine hydrate in 1 ml of 2-propanol is stirred at a bath temperature of 100° C.-120° C. for 5 days in a sealed screw-lid vial. The reaction mixture is evaporated and purified by prep. HPLC (RP-18, water/acetonitrile), giving 16.6 mg of N*3*-(3-methoxybenzyl)-5-(1H-pyrrolo[2,3-b]pyridin-3-yl)-1,2,4-triazole-3,4-diamine (31.8%) MS-FAB (M+H+)=336.4 Rf (polar method): 1.34 min;

Workup

  1. customThe reaction mixture is evaporated
  2. custompurified by prep

Sources & evidence

ORD record
ord-c5966f7807f1445a850ed1aa0be9004a
Source dataset
uspto-grants-2013_06
Patent number
US08466170B2

Reaction notes

Loading…