tert-Butyl piperazine-1-carboxylate → 1H-Pyrazole, 4-[4-[2-(1-azetidinyl)-1-(4-chlorophenyl)ethyl]phenyl]-

HRID 888587Notes

Reaction equation

HRID 888587 reaction equation
C(N1[CH2:13][CH2:12][NH:11][CH2:10]C1)(OC(C)(C)C)=O.[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([CH:21]([C:24]2[CH:29]=[CH:28][C:27]([C:30]3[CH:31]=[N:32][NH:33][CH:34]=3)=[CH:26][CH:25]=2)[CH:22]=O)=[CH:17][CH:16]=1>>[N:11]1([CH2:22][CH:21]([C:24]2[CH:29]=[CH:28][C:27]([C:30]3[CH:31]=[N:32][NH:33][CH:34]=3)=[CH:26][CH:25]=2)[C:18]2[CH:19]=[CH:20][C:15]([Cl:14])=[CH:16][CH:17]=2)[CH2:10][CH2:13][CH2:12]1

Participants

3

Reactant 2

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 59331938HCID 59331938, compound

Product 1

HCID 114049831H-Pyrazole, 4-[4-[2-(1-azetidinyl)-1-(4-chlorophenyl)ethyl]phenyl]-

Procedure

By following the procedure described in Example 33B but replacing bis-(4-chloro-phenyl)-acetaldehyde and N—BOC-piperazine with (4-Chloro-phenyl)-[4-(1H-pyrazol-4-yl)-phenyl]-acetaldehyde and anticline, the title compound was obtained. LC/MS: (PS-B3) Rt 2.99 [M+H]+ 338.09. 1H NMR (Me-d3-OD) δ 3.57-3.60 (1H, m), 3.63-3.70 (2H, m), 3.71-3.77 (1H, m), 4.01 (2H, m), 4.14 (2H, m), 4.40 (1H, t), 7.40 (4H, br s), 7.49 (2H, d), 7.73 (2H, d), 8.69 (2H, br s).

Sources & evidence

ORD record
ord-b0eb9c89c6554671be31055c6e7aea2e
Source dataset
uspto-grants-2012_08
Patent number
US08247576B2

Reaction notes

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