Methanesulfonyl chloride → HCID 11441550, compound

HRID 916193Notes

Reaction equation

C([O:3][C:4](C1NC2C(C=1)=CC=CC=2)=[O:5])C.[N+:15]([C:18]1[CH:39]=[CH:38][C:21]([CH2:22][N:23]2[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[C:25]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)=[CH:24]2)=[CH:20][CH:19]=1)([O-])=O.[CH3:40][S:41](Cl)(=[O:43])=[O:42]>>[CH3:40][S:41]([NH:15][C:18]1[CH:39]=[CH:38][C:21]([CH2:22][N:23]2[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[C:25]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)=[C:24]2[C:4]([OH:3])=[O:5])=[CH:20][CH:19]=1)(=[O:43])=[O:42]

Participants

Reactant 2

HCID 31297Methanesulfonyl chloride

HCID 69434908HCID 69434908, compound

Product 1

HCID 11441550HCID 11441550, compound

Procedure

The title compound was prepared from 1-(4-nitro-benzyl)-3-phenyl-1H-indole indolecarboxylic acid ethyl ester and methanesulfonyl chloride followed the procedure of Example 3 Step 2 as an off-white solid: 1H NMR (DMSO-d6) δ 2.94 (s, 3H), 5.80 (s, 2H), 7.05-7.15 (m, 5H), 7.31-7.38 (m, 2H), 7.43-7.47 (m, 5H), 7.62 (d, J=8.4 Hz, 1H), 9.68 (br s, 1H), 12.87 (br s, 1H); MS (ESI) m/z 419 ([M−H]−); HRMS calcd for C23H19N2O4S: 419.1068; found (ESI−): 419.1074.

Sources & evidence

ORD record: ord-b0efeeaab9f847c7b9d76b1b37a8f13e
Source dataset: uspto-grants-2007_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07268159B2

Reaction notes

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