p-(1-Piperazinyl)phenol → HCID 10363170, compound

HRID 1768359Notes

Reaction equation

HRID 1768359 reaction equation
CS(O[CH2:6][C:7]1[S:15][C:14]2[C:9](=[N:10][CH:11]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:13]=2)[CH:8]=1)(=O)=O.[N:20]1([C:26]2[CH:31]=[CH:30][C:29]([OH:32])=[CH:28][CH:27]=2)[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1>CS(C)=O>[F:17][C:16]([F:19])([F:18])[C:12]1[CH:13]=[C:14]2[S:15][C:7]([CH2:6][N:23]3[CH2:22][CH2:21][N:20]([C:26]4[CH:27]=[CH:28][C:29]([OH:32])=[CH:30][CH:31]=4)[CH2:25][CH2:24]3)=[CH:8][C:9]2=[N:10][CH:11]=1

Participants

4

Reactant 2

HCID 92467p-(1-Piperazinyl)phenolHCID 22065976HCID 22065976, compound

Product 1

HCID 10363170HCID 10363170, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The solution from Example 25C (2 mL) was treated with 4-(1-piperazinyl)phenol (178 mg) in DMSO (1 mL). After 72 hours, the mixture was concentrated under a stream of nitrogen gas and the residue recrystallized from DMSO:methanol (1:1) to provide the title compound. 1H NMR (CDCl3, 300 MHz) δ 2.81 (4H, t, J=4.8 Hz), 3.18 (4H, J=4.8 Hz), 3.95 (s, 2H), 6.78 (2H, d, J=9 Hz), 6.90 (2H, J=9 Hz), 7.48 (1H, s), 8.38 (1H, m), 8.80 (1H, m). MS (DCI/NH3) m/z 394 (M+H)+. Anal. Calcd for C19H18N3F3OS: C, 56.72; H, 4.76; N, 10.44. Found: C, 56.43; H, 4.50; N, 10.35.

Workup

  1. concentrationthe mixture was concentrated under a stream of nitrogen gas
  2. customthe residue recrystallized from DMSO:methanol (1:1)

Sources & evidence

ORD record
ord-306e9df59e2a40e2a9e93ec44ce66bcd
Source dataset
uspto-grants-2007_06
Patent number
US07235661B2

Reaction notes

Loading…