Methanesulfonyl chloride → HCID 178434134, compound

HRID 1987644Notes

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)[N:12](C(OC(C)(C)C)=O)/[C:11](=[C:26]3/[C:27]([CH3:39])=[N:28][N:29](C(OC(C)(C)C)=O)[C:30]/3=[O:31])/[CH:10]=2)=[CH:4][CH:3]=1.[CH3:40][S:41](Cl)(=[O:43])=[O:42]>>[CH3:39][C:27]1=[N:28][NH:29][C:30](=[O:31])/[C:26]/1=[C:11]1\[NH:12][C:13]2[C:18]([C:9]([S:8][C:5]3[CH:6]=[CH:7][C:2]([NH:1][S:41]([CH3:40])(=[O:43])=[O:42])=[CH:3][CH:4]=3)=[CH:10]\1)=[CH:17][CH:16]=[CH:15][CH:14]=2

Participants

Reactant 2

HCID 31297Methanesulfonyl chloride

HCID 69055821HCID 69055821, compound

Product 1

HCID 178434134HCID 178434134, compound

Procedure

The title compound was prepared from (Z)-tert-butyl 4-(4-aminophenylthio)-2-(1-(tert-butoxycarbonyl)-3-methyl-5-oxo-1H-pyrazol-4(5H)-ylidene)quinoline-1 (2H)-carboxylate and methanesulfonyl chloride according to the procedure described in Example 21. 1H NMR (400 MHz, DMSO-d6) δ ppm 2.34 (s, 3H) 3.09 (s, 3H) 6.69 (s, 1H) 7.44 (d, J=8.59 Hz, 2H) 7.63 (t, J=7.58 Hz, 1H) 7.72 (d, J=8.59 Hz, 2H) 7.83-7.94 (m, 2H) 8.13 (d, J=8.34 Hz, 1H) 10.40 (s, 1H); ESI-MS: m/z calc'd for C20H18N4O3S2 426.08. found 427.3 (M+H)+.

Sources & evidence

ORD record: ord-c06cb1c12d714ebf8f9a02813423da0d
Source dataset: uspto-grants-2009_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07550598B2

Reaction notes

Loading…