HCID 18975500, compound → HCID 178440386, compound

HRID 1987628Notes

Reaction equation

HRID 1987628 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.[CH2:28]([N:30]([CH2:36][CH3:37])[CH2:31][CH2:32][C:33](Cl)=[O:34])[CH3:29]>C1COCC1>[CH2:28]([N:30]([CH2:36][CH3:37])[CH2:31][CH2:32][C:33]([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:34])[CH3:29]

Participants

4

Reactant 2

HCID 18975500HCID 18975500, compoundHCID 178440359HCID 178440359, compound

Product 1

HCID 178440386HCID 178440386, 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 3-(diethylamino)propanoyl 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=7.45 Hz, 3H) 1.23 (t, J=7.20 Hz, 6H) 1.28-1.37 (m, 2H) 2.19-2.29 (m, 2H) 2.88 (t, J=7.07 Hz, 2H) 3.18 (ddd, J=12.69, 6.82, 6.51 Hz, 4H) 3.38-3.42 (m, 2H) 6.78 (s, 1H) 7.54-7.62 (m, 1H) 7.71 (d, J=8.59 Hz, 2H) 7.79-7.90 (m, 4H) 8.09 (d, J=8.34 Hz, 1H) 9.12 (s, 1H) 10.57 (s, 1H); ESI-MS: m/z calc'd for C28H33N5O2S 503.66. found 504.2 (M+H)+.

Workup

  1. customdescribed in the synthesis of Example 26

Sources & evidence

ORD record
ord-6b646ce579c143459b3b3cfda495eafb
Source dataset
uspto-grants-2009_06
Patent number
US07550598B2

Reaction notes

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