2-Furancarbonyl chloride → HCID 178440375, compound

HRID 1987620Notes

Reaction equation

HRID 1987620 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.[O:28]1[CH:32]=[CH:31][CH:30]=[C:29]1[C:33](Cl)=[O:34]>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]([C:29]4[O:28][CH:32]=[CH:31][CH:30]=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 682422-Furancarbonyl chlorideHCID 178440359HCID 178440359, compound

Product 1

HCID 178440375HCID 178440375, 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 2-furoyl chloride in THF according to the procedure described in the synthesis of Example 26. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.68 (t, J=7.33 Hz, 3H) 1.25-1.36 (m, J=7.39, 7.39, 7.39, 7.39 Hz, 2H) 2.25 (t, J=6.69 Hz, 2H) 6.73-6.83 (m, 2H) 7.41 (d, J=3.28 Hz, 1H) 7.63 (t, J=7.58 Hz, 1H) 7.74 (d, J=8.59 Hz, 2H) 7.83-7.95 (m, 2H) 8.00 (s, 1H) 8.08 (d, J=8.59 Hz, 2H) 8.15 (d, J=8.08 Hz, 1H) 10.55 (s, 1H); ESI-MS: m/z calc'd for C26H22N4O3S 470.54. found 471.3 (M+H)+.

Workup

  1. customdescribed in the synthesis of Example 26

Sources & evidence

ORD record
ord-83ef92fdaa7d4621899c0c5d1a3af271
Source dataset
uspto-grants-2009_06
Patent number
US07550598B2

Reaction notes

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