2-(Dimethylamino)acetyl chloride → HCID 178440390, compound

HRID 1987616Notes

Reaction equation

HRID 1987616 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]([CH3:34])[CH2:30][C:31](Cl)=[O:32]>C1COCC1>[CH3:28][N:29]([CH3:34])[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 70103442-(Dimethylamino)acetyl chlorideHCID 178440359HCID 178440359, compound

Product 1

HCID 178440390HCID 178440390, 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-(dimethylamino)acetyl 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) 1.28-1.38 (m, 2H) 2.24 (bs, 2H) 2.90 (s, 6H) 4.21 (s, 2H) 6.79 (s, 1H) 7.58 (t, J=7.58 Hz, 1H) 7.76 (d, J=8.59 Hz, 2H) 7.79-7.90 (m, 4H) 8.10 (d, J=8.34 Hz, 1H) 9.89 (s, 1H) 10.94 (s, 1H); ESI-MS: m/z calc'd for C25H27N5O2S 461.58. found 462.3 (M+H)+.

Workup

  1. customdescribed in the synthesis of Example 26

Sources & evidence

ORD record
ord-9fc2394ff5264744bb02e4412e37bb86
Source dataset
uspto-grants-2009_06
Patent number
US07550598B2

Reaction notes

Loading…