Maleic Acid → HCID 178422759, compound

HRID 1898436Notes

Reaction equation

HRID 1898436 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[NH:9][C:10]1[NH:11][C:12]2[C:18]3[CH2:19][C:20]([CH3:23])([CH3:22])[O:21][C:17]=3[C:16]([C:24]([NH:26][C:27]3[CH:32]=[CH:31][C:30]([C:33]([F:36])([F:35])[F:34])=[CH:29][CH:28]=3)=[O:25])=[CH:15][C:13]=2[N:14]=1.[C:37]([OH:44])(=[O:43])/[CH:38]=[CH:39]\[C:40]([OH:42])=[O:41]>CC(C)=O>[C:37]([OH:44])(=[O:43])/[CH:38]=[CH:39]\[C:40]([OH:42])=[O:41].[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[NH:9][C:10]1[NH:11][C:12]2[C:18]3[CH2:19][C:20]([CH3:22])([CH3:23])[O:21][C:17]=3[C:16]([C:24]([NH:26][C:27]3[CH:28]=[CH:29][C:30]([C:33]([F:35])([F:36])[F:34])=[CH:31][CH:32]=3)=[O:25])=[CH:15][C:13]=2[N:14]=1

Participants

4

Reactant 2

HCID 444266Maleic AcidHCID 178422755HCID 178422755, compound

Product 1

HCID 178422759HCID 178422759, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

The title compound was prepared following the procedure described for Example-169 using 2-[(2-chloro-6-fluorophenyl)amino]-7,7-dimethyl-N-[4-(trifluoromethyl)phenyl]-7,8-dihydro-1H-furo[3,2-e]benzimidazole-5-carboxamide (Example-107, 0.100 g), acetone and maleic acid to afford 0.075 g of the desired product. 1HNMR (DMSO-d6): δ 1.58 (s, 6H), 3.12 (s, 2H), 6.18 (s, 2H), 7.36 (d, J=6.6 Hz, 2H), 7.44 (s, 1H), 7.51 (s, 1H), 7.71 (d, J=7.8 Hz, 2H), 10.0 (s, 1H), 11.0-12.0 (br, 4H).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-1ac2df8d5d35423ca2d9c6565aba749e
Source dataset
uspto-grants-2013_08
Patent number
US08519149B2

Reaction notes

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