HCID 59894496, compound → HCID 178440389, compound

HRID 1987630Notes

Reaction equation

HRID 1987630 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[CH2:33][CH2:32][CH2:31][C@@H:30]1[C:34](Cl)=[O:35]>C1COCC1>[CH3:28][N:29]1[CH2:33][CH2:32][CH2:31][C@@H:30]1[C:34]([NH:1][C:2]1[CH:3]=[CH:4][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:6][CH:7]=1)=[O:35]

Participants

4

Reactant 2

HCID 59894496HCID 59894496, compoundHCID 178440359HCID 178440359, compound

Product 1

HCID 178440389HCID 178440389, 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 (R)-1-methylpyrrolidine-2-carbonyl chloride in THF according to the procedure described in the synthesis of Example 26. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.71 (t, J=7.33 Hz, 3H) 1.30-1.40 (m, J=7.45, 7.45, 7.45, 7.45 Hz, 2H) 1.94-2.04 (m, 2H) 2.10-2.23 (m, 3H) 2.60-2.63 (m, 1H) 2.91 (s, 3H) 3.24-3.27 (m, 1H) 4.21-4.30 (m, 1H) 6.79 (s, 1H) 7.57 (t, J=7.71 Hz, 1H) 7.75-7.83 (m, 3H) 7.85-7.90 (m, 3H) 8.09 (d, J=8.08 Hz, 1H) 9.87 (s, 1H) 11.01 (s, 1H); ESI-MS: m/z calc'd for C27H29N5O2S 487.62. found 488.1 (M+H)+.

Workup

  1. customdescribed in the synthesis of Example 26

Sources & evidence

ORD record
ord-ebc35210295e453b950493eb30d541de
Source dataset
uspto-grants-2009_06
Patent number
US07550598B2

Reaction notes

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