Methanesulfonic Acid → HCID 22503731, compound

HRID 1813907Notes

Reaction equation

HRID 1813907 reaction equation
C([N:9]1[CH2:22][CH2:21][C:20]2[C:19]3[CH:18]=[C:17]([Cl:23])[C:16]([Cl:24])=[CH:15][C:14]=3[NH:13][C:12]=2[CH2:11][CH2:10]1)(=O)C1C=CC=CC=1.[C:25](OCC)(=[O:29])/[CH:26]=[CH:27]/[CH3:28].[CH3:33][S:34]([OH:37])(=[O:36])=[O:35]>>[S:34]([OH:37])(=[O:36])(=[O:35])[CH3:33].[Cl:23][C:17]1[C:16]([Cl:24])=[C:15]2[C:14]3=[C:19]([C:20]4[CH2:21][CH2:22][NH:9][CH2:10][CH2:11][C:12]=4[N:13]3[CH:27]([CH3:28])[CH2:26][C:25]2=[O:29])[CH:18]=1

Participants

4

Reactant 3

HCID 6395Methanesulfonic AcidHCID 429065Ethyl trans-crotonateHCID 22503758HCID 22503758, compound

Product 1

HCID 22503731HCID 22503731, compound

Procedure

Following the general procedure of Example 41, making non-critical variations but starting with 3-benzoyl-8,9-dichloro-1,2,3,4,5,6-hexahydroazepino[4,5-b]indole, using ethyl crotonate in step 7, and using methanesulfonic acid for the salt formation, the title compound was obtained (mp 225-230° C. [dec.]). 1H NMR (d-DMSO) δ 8.94, 8.12, 4.97, 3.48-3.20, 3.13, 2.77, 2.30, 1.20; IR (drift) 3029, 2979, 2849, 2792, 1683, 1481, 1410, 1312, 1214, 1196, 1184, 1161, 1145,1040, 775 cm−1.

Sources & evidence

ORD record
ord-cc7f546970d446798affb0e32cce4ad3
Source dataset
uspto-grants-2005_04
Patent number
US06875762B2

Reaction notes

Loading…