Cyclopentanecarbonyl chloride → HCID 178440370, compound

HRID 1987619Notes

Reaction equation

HRID 1987619 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.[CH:28]1([C:33](Cl)=[O:34])[CH2:32][CH2:31][CH2:30][CH2:29]1>C1COCC1>[O:24]=[C:23]1[NH:22][N:21]=[C:20]([CH2:25][CH2:26][CH3:27])/[C:19]/1=[C:11]1/[NH:12][C:13]2[C:18]([C:9]([S:8][C:5]3[CH:4]=[CH:3][C:2]([NH:1][C:33]([CH:28]4[CH2:32][CH2:31][CH2:30][CH2:29]4)=[O:34])=[CH:7][CH:6]=3)=[CH:10]/1)=[CH:17][CH:16]=[CH:15][CH:14]=2

Participants

4

Reactant 2

HCID 78284Cyclopentanecarbonyl chlorideHCID 178440359HCID 178440359, compound

Product 1

HCID 178440370HCID 178440370, 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 cyclopentanecarbonyl 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=14.97, 7.39 Hz, 2H) 1.54-1.63 (m, 2H) 1.65-1.77 (m, 4H) 1.82-1.92 (m, 2H) 2.20 (t, J=7.33 Hz, 2H) 2.83 (dt, J=15.41, 7.71 Hz, 1H) 6.73 (s, 1H) 7.59-7.70 (m, 3H) 7.83-7.94 (m, 4H) 8.13 (d, J=8.08 Hz, 1H) 10.26 (s, 1H); ESI-MS: m/z calc'd for C27H28N4O2S 472.6. found 473.3 (M+H)+.

Workup

  1. customdescribed in the synthesis of Example 26

Sources & evidence

ORD record
ord-b769eb7ab2654d6886fb0609877c9f40
Source dataset
uspto-grants-2009_06
Patent number
US07550598B2

Reaction notes

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