1-Methylpiperidine-4-carbonyl chloride → HCID 178440378, compound

HRID 1987631Notes

Reaction equation

HRID 1987631 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[NH:12]/[C:11](=[C:19]3/[C:20]([CH2:25][CH2:26][CH3:27])=[N:21][NH:22][C:23]/3=[O:24])/[CH:10]=2)=[CH:4][CH:3]=1.[CH3:28][N:29]1[CH2:34][CH2:33][CH:32]([C:35](Cl)=[O:36])[CH2:31][CH2:30]1>C1COCC1>[CH3:28][N:29]1[CH2:34][CH2:33][CH:32]([C:35]([NH:1][C:2]2[CH:3]=[CH:4][C:5]([S:8][C:9]3[C:18]4[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=4)[NH:12]/[C:11](=[C:19]4/[C:20]([CH2:25][CH2:26][CH3:27])=[N:21][NH:22][C:23]/4=[O:24])/[CH:10]=3)=[CH:6][CH:7]=2)=[O:36])[CH2:31][CH2:30]1

Participants

4

Reactant 2

HCID 4365031-Methylpiperidine-4-carbonyl chlorideHCID 178440359HCID 178440359, compound

Product 1

HCID 178440378HCID 178440378, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was synthesized using (Z)-4-(4-(4-aminophenylthio)quinolin-2(1H)-ylidene)-3-propyl-1H-pyrazol-5(4H)-one and 1-methylpiperidine-4-carbonyl chloride in THF according to the procedure described in the synthesis of Example 26. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.69 (t, J=7.33 Hz, 3H) 1.32 (dq, J=14.84, 7.35 Hz, 2H) 1.79-1.90 (m, 2H) 2.02-2.05 (m, 2H) 2.16-2.18 (m, 2H) 2.58-2.69 (m, 2H) 2.79-2.84 (m, 3H) 2.94-3.06 (m, 2H) 6.73 (s, 1H) 7.57 (t, J=7.45 Hz, 1H) 7.69 (d, J=8.59 Hz, 2H) 7.79-7.91 (m, 4H) 8.09 (d, J=8.08 Hz, 1H) 9.28 (s, 1H) 10.45 (s, 1H); ESI-MS: m/z calc'd for C28H31N5O2S 501.64. found 502.1 (M+H)+.

Workup

  1. customdescribed in the synthesis of Example 26

Sources & evidence

ORD record
ord-905454a9f91d4de98f54af1ff73bc767
Source dataset
uspto-grants-2009_06
Patent number
US07550598B2

Reaction notes

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