Triethylamine → 4-({1-[3-(Trifluoromethyl)phenyl]-1H-tetrazol-5-yl}methyl)-2-piperazinone

HRID 517770Notes

Reaction equation

HRID 517770 reaction equation
Cl[CH2:2][C:3]1[N:7]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=2)[N:6]=[N:5][N:4]=1.C(N(CC)CC)C.[NH:25]1[CH2:30][CH2:29][NH:28][CH2:27][C:26]1=[O:31]>C(#N)C>[F:15][C:14]([F:17])([F:16])[C:10]1[CH:9]=[C:8]([N:7]2[C:3]([CH2:2][N:28]3[CH2:29][CH2:30][NH:25][C:26](=[O:31])[CH2:27]3)=[N:4][N:5]=[N:6]2)[CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 231360Piperazin-2-oneHCID 80271755-(Chloromethyl)-1-(3-(trifluoromethyl)phenyl)-1H-tetrazole

Product 1

HCID 566001384-({1-[3-(Trifluoromethyl)phenyl]-1H-tetrazol-5-yl}methyl)-2-piperazinone

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
120 °C

Procedure

To a solution of 5-(chloromethyl)-1-[3-(trifluoromethyl)phenyl]-1H-tetrazole (400 mg, 1.52 mmol, commercially available from Otava, Kiev, Ukraine) in acetonitrile (5 mL) was added triethylamine (0.637 mL, 4.57 mmol) and 2-piperazinone (168 mg, 1.675 mmol, Sigma-Aldrich). The reaction mixture was heated to 120° C. for 20 min in a microwave reactor.

Sources & evidence

ORD record
ord-81f2b5486216449eaf32dbece6e4bf76
Source dataset
uspto-grants-2015_08
Patent number
US09115132B2

Reaction notes

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