tert-Butyl piperazine-1-carboxylate → tert-Butyl 4-((2-(4-fluorophenyl)oxazol-4-yl)methyl)piperazine-1-carboxylate

HRID 875031Notes

Reaction equation

HRID 875031 reaction equation
[N:1]1([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[F:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2[O:22][CH:23]=[C:24]([CH:26]=O)[N:25]=2)=[CH:17][CH:16]=1>>[F:14][C:15]1[CH:16]=[CH:17][C:18]([C:21]2[O:22][CH:23]=[C:24]([CH2:26][N:4]3[CH2:5][CH2:6][N:1]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH2:2][CH2:3]3)[N:25]=2)=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 218062352-(4-Fluoro-phenyl)-oxazole-4-carbaldehyde

Product 1

HCID 69935494tert-Butyl 4-((2-(4-fluorophenyl)oxazol-4-yl)methyl)piperazine-1-carboxylateYield 42%

Procedure

This compound was synthesized from tert-butyl piperazine-1-carboxylate and 2-(4-fluorophenyl)oxazole-4-carbaldehyde as described for example 82 step 3 (240 mg, yield 42%). 1H NMR (400 MHz, CDCl3) δ 8.07-8.03 (dd, J=9.1 Hz, 5.3 Hz, 2H), 7.59 (s, 1H), 7.16-7.12 (t, J=8.8 Hz, 2H), 3.54 (s, 2H), 3.49-3.47 (m, 4H), 2.52-2.49 (m, 4H), 1.46 (s, 9H). MS (ESI) m/z: Calculated for C19H24FN3O3: 361.18. found: 362.2 (M+H)+

Sources & evidence

ORD record
ord-513a38003de946b99d0626aae3fa12c6
Source dataset
uspto-grants-2015_03
Patent number
US08981084B2

Reaction notes

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