Ethanesulfonyl chloride → HCID 178477717, compound

HRID 1987610Notes

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]([CH:39]([CH3:41])[CH3:40])=[N:28][N:29](C(OC(C)(C)C)=O)[C:30]/3=[O:31])/[CH:10]=2)=[CH:4][CH:3]=1.[CH2:42]([S:44](Cl)(=[O:46])=[O:45])[CH3:43]>>[CH: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:44]([CH2:42][CH3:43])(=[O:46])=[O:45])=[CH:3][CH:4]=3)=[CH:10]\1)=[CH:17][CH:16]=[CH:15][CH:14]=2)([CH3:41])[CH3:40]

Participants

Reactant 2

HCID 11667Ethanesulfonyl chloride

HCID 69053297HCID 69053297, compound

Product 1

HCID 178477717HCID 178477717, compound

Procedure

Example 22 was synthesized from (Z)-tert-butyl 4-(4-aminophenylthio)-2-(1-(tert-butoxycarbonyl)-3-isopropyl-5-oxo-1H-pyrazol-4(5H)-ylidene)quinoline-1(2H)-carboxylate and ethanesulfonyl chloride according to the procedure described in Example 21. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.99 (d, J=6.82 Hz, 6H) 1.27 (t, J=7.33 Hz, 3H) 2.57 (bs, 1H) 3.27 (q, J=7.33 Hz, 2H) 7.30 (d, J=8.34 Hz, 1H) 7.44 (d, J=8.59 Hz, 2H) 7.59-7.65 (m, 1H) 7.71 (d, J=8.59 Hz, 2H) 7.85-7.91 (m, 2H) 8.13 (d, J=8.34 Hz, 1H) 10.41 (s, 1H); ESI-MS: m/z calc'd for C23H24N4O3S2 468.59. found 469.2 (M+H)+.

Sources & evidence

ORD record: ord-191e76b4310d4a91b56400e9e78fc1d0
Source dataset: uspto-grants-2009_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07550598B2

Reaction notes

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