1H-1,2,4-Triazole → HCID 25260770, compound

HRID 2246536Notes

Reaction equation

HRID 2246536 reaction equation
Br[CH2:2][CH2:3][CH2:4][Si:5]([CH3:35])([CH3:34])[CH2:6][CH2:7][C:8]1[C:20]2[CH2:19][N:18]3[C:13](=[CH:14][C:15]4[C@:25]([CH2:27][CH3:28])([OH:26])[C:24](=[O:29])[O:23][CH2:22][C:16]=4[C:17]3=[O:21])[C:12]=2[N:11]=[C:10]2[CH:30]=[CH:31][CH:32]=[CH:33][C:9]=12.[NH:36]1[CH:40]=[N:39][CH:38]=[N:37]1.C([O-])(O)=O.[Na+]>CN(C)C=O>[CH3:34][Si:5]([CH3:35])([CH2:4][CH2:3][CH2:2][N:36]1[CH:40]=[N:39][CH:38]=[N:37]1)[CH2:6][CH2:7][C:8]1[C:20]2[CH2:19][N:18]3[C:13](=[CH:14][C:15]4[C@:25]([CH2:27][CH3:28])([OH:26])[C:24](=[O:29])[O:23][CH2:22][C:16]=4[C:17]3=[O:21])[C:12]=2[N:11]=[C:10]2[CH:30]=[CH:31][CH:32]=[CH:33][C:9]=12

Participants

5

Reactant 3

HCID 92571H-1,2,4-TriazoleHCID 516892Sodium BicarbonateHCID 25260614HCID 25260614, compound

Product 1

HCID 25260770HCID 25260770, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of Compound 11 (50 mg), 1,2,4-triazole (31 mg) and NaHCO3 (15 mg) in dry N,N-dimethylformamide (1 mL) was heated at 70° C. for 5 hours under argon. The N,N-dimethylformamide was removed from the reaction mixture under vacuum and the residue was directly eluted on a silica gel column using 4% ethanol in dichloromethane to obtain the required product in 61% yield (30 mg).

Workup

  1. customThe N,N-dimethylformamide was removed from the reaction mixture under vacuum
  2. washthe residue was directly eluted on a silica gel column

Sources & evidence

ORD record
ord-d40ce6ea3320422bbf2037d1a0db5c71
Source dataset
uspto-grants-2010_03
Patent number
US07687496B2

Reaction notes

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