1-Acetylpiperazine → HCID 21906783, compound

HRID 1246848Notes

Reaction equation

Cl[C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([S:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[O:21][CH3:22])=[C:10]([C:23]([F:26])([F:25])[F:24])[CH:9]=2)[CH:5]=[CH:4][N:3]=1.OC1CCNC1.[C:33]([N:36]1[CH2:41][CH2:40][NH:39][CH2:38][CH2:37]1)(=[O:35])[CH3:34]>>[CH3:22][O:21][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[S:14][C:11]1[CH:12]=[CH:13][C:8]([C:6]2[CH:5]=[CH:4][N:3]=[C:2]([N:39]3[CH2:40][CH2:41][N:36]([C:33](=[O:35])[CH3:34])[CH2:37][CH2:38]3)[CH:7]=2)=[CH:9][C:10]=1[C:23]([F:26])([F:25])[F:24]

Participants

Reactant 3

HCID 837951-Acetylpiperazine

HCID 982104-Hydroxypyrrolidine

HCID 219068092-Chloro-4-(4-(2-methoxy-phenylsulfanyl)-3-trifluoromethyl-phenyl)-pyridine

Product 1

HCID 21906783HCID 21906783, compound

Procedure

The title compound was prepared according to the procedures of Example 38E, substituting compound 76 with compound 96 (0.039 g, 0.0985 mmol) and 3-hydroxypyrrolidine with 1-acetylpiperazine. A yellow solid 104 was obtained (0.0197 g, 41%). 1H-NMR (CDCl3, 400 MHz) δ 2.17 (s, 3H), 3.68–3.72 (m, 2H), 3.73–3.78 (m, 2H), 3.82–3.89 (m, 2H), 3.83 (s, 3H), 3.94–3.99 (m, 2H), 6.95 (s, 1H), 7.00–7.05 (m, 3H), 7.07 (d, J=8.4 Hz, 1H), 7.45–7.52 (m, 3H), 7.86 (s, 1H), 8.29 (d, J=6.2 Hz, 1H). MS (APCI) m/z 488 (M+H)+.

Sources & evidence

ORD record: ord-2506e9334d374d038d389bf4dc594367
Source dataset: uspto-grants-2006_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07129247B2

Reaction notes

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