Methoxyacetyl chloride → HCID 178440392, compound

HRID 1987622Notes

Reaction equation

HRID 1987622 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][O:29][CH2:30][C:31](Cl)=[O:32]>C1COCC1>[CH3:28][O:29][CH2:30][C:31]([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:32]

Participants

4

Reactant 2

HCID 96623Methoxyacetyl chlorideHCID 178440359HCID 178440359, compound

Product 1

HCID 178440392HCID 178440392, 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 methoxy acetyl 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) 1.26-1.36 (m, J=7.38, 7.38, 7.38, 7.38, 7.38 Hz, 2H) 2.23 (t, J=7.33 Hz, 2H) 3.40 (s, 3H) 4.06 (s, 2H) 6.76 (s, 1H) 7.64 (t, J=7.71 Hz, 1H) 7.70 (d, J=8.34 Hz, 2H) 7.87 (t, J=7.71 Hz, 1H) 7.91-7.96 (m, 1H) 7.98 (d, J=8.59 Hz, 2H) 8.15 (d, J=8.34 Hz, 1H) 10.18 (s, 1H); ESI-MS: m/z calc'd for C24H24N4O3S 448.54. found 449.2 (M+H)+.

Workup

  1. customdescribed in the synthesis of Example 26

Sources & evidence

ORD record
ord-4fe388dbb55940159a1a79f1da9ad38a
Source dataset
uspto-grants-2009_06
Patent number
US07550598B2

Reaction notes

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