Hydrochloric Acid → 1-benzyl-1H-[1,2,4]triazole-3-carboxylic acid cyclohexylamide

HRID 491894Notes

Reaction equation

HRID 491894 reaction equation
[CH2:1]([N:8]1[CH:12]=[N:11][C:10]([C:13]([OH:15])=O)=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:16]1([NH2:22])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1.C(N(CC)C(C)C)(C)C.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.Cl>CN(C=O)C>[CH:16]1([NH:22][C:13]([C:10]2[N:11]=[CH:12][N:8]([CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[N:9]=2)=[O:15])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 7965CyclohexylamineHCID 81531DiisopropylethylamineHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 157079191-Benzyl-1H-1,2,4-triazole-3-carboxylic acid

Product 1

HCID 670235851-benzyl-1H-[1,2,4]triazole-3-carboxylic acid cyclohexylamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a stirred solution of 1-benzyl-1H-[1,2,4]triazole-3-carboxylic acid (1.54 g, 7.6 mmol), cyclohexylamine (0.87 mL, 7.6 mmol) and N,N-diisopropylethylamine (2.65 mL, 15.1 mmol) in DMF (30 mL) was added HBTU (3.45 g, 9.1 mmol). The solution was then stirred at room temperature overnight. Aqueous hydrochloric acid was added and the solution was filtered to yield 1-benzyl-1H-[1,2,4]triazole-3-carboxylic acid cyclohexylamide as a white solid.

Workup

  1. filtrationthe solution was filtered

Sources & evidence

ORD record
ord-aa2e6891a99c492dafa40db9546ccacb
Source dataset
uspto-grants-2009_05
Patent number
US07531545B2

Reaction notes

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