Maleic Acid → HCID 69800927, compound

HRID 2186689Notes

Reaction equation

C([N:9]1[CH2:22][CH2:21][C:20]2[C:19]3[CH:18]=[C:17]([F:23])[CH:16]=[CH:15][C:14]=3[NH:13][C:12]=2[CH2:11][CH2:10]1)(=O)C1C=CC=CC=1.[C:24]([OH:31])(=[O:30])/[CH:25]=[CH:26]\[C:27]([OH:29])=[O:28]>>[C:24]([OH:31])(=[O:30])/[CH:25]=[CH:26]\[C:27]([OH:29])=[O:28].[F:23][C:17]1[CH:16]=[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[CH2:25][CH2:26][C:27]2=[O:28])[CH:18]=1

Participants

Reactant 2

HCID 444266Maleic Acid

HCID 22503695HCID 22503695, compound

Product 1

HCID 69800927HCID 69800927, compound

Procedure

Following the general procedure of Example 41, making non-critical variations but starting with 3-benzoyl-9-fluoro-1,2,3,4,5,6-hexahydroazepino[4,5-b]indole and using maleic acid for the salt formation, the title compound was obtained (mp 242-244° C. [dec.]). 1H NMR (d-DMSO) δ 9.18, 7.67, 7.21, 4.40, 3.33, 3.25, 3.12, 3.04; IR (drift) 3358, 2970, 2959, 2830, 2792, 2785, 2752, 1681, 1593, 1490, 1464, 1383, 1330, 1216, 907 cm−1.

Sources & evidence

ORD record: ord-fd640f2ebb384dd89d8893e82cf4ae8a
Source dataset: uspto-grants-2002_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06407092B1

Reaction notes

Loading…