5-Methoxyindole-2-carboxylic acid → HCID 19050033, compound

HRID 1780223Notes

Reaction equation

HRID 1780223 reaction equation
C([O:5][C:6]([N:8]1[C:19]2[C:11](=[C:12]3[C:16](=[C:17]([OH:20])[CH:18]=2)[NH:15][C:14]([C:21]([F:24])([F:23])[F:22])=[C:13]3[C:25]([O:27][CH3:28])=[O:26])[CH:10]([CH2:29][Cl:30])[CH2:9]1)=O)(C)(C)C.[CH3:31][O:32][C:33]1[CH:34]=[C:35]2[C:39](=[CH:40][CH:41]=1)[NH:38][C:37](C(O)=O)=[CH:36]2>>[Cl:30][CH2:29][CH:10]1[C:11]2=[C:12]3[C:16](=[C:17]([OH:20])[CH:18]=[C:19]2[N:8]([C:6]([C:37]2[NH:38][C:39]4[C:35]([CH:36]=2)=[CH:34][C:33]([O:32][CH3:31])=[CH:41][CH:40]=4)=[O:5])[CH2:9]1)[NH:15][C:14]([C:21]([F:22])([F:24])[F:23])=[C:13]3[C:25]([O:27][CH3:28])=[O:26]

Participants

3

Reactant 2

HCID 204015-Methoxyindole-2-carboxylic acidHCID 19050034HCID 19050034, compound

Product 1

HCID 19050033HCID 19050033, compound

Procedure

Methyl 1-chloromethyl-5-hydroxy-3-(5-methoxy-1H-indol-2-ylcarbonyl)-7-trifluoromethyl-1,2,3,6-tetrahydropyrrolo[3,2-e]indole-8-carboxylate was prepared in the same manner as above by using 11.2 mg (25 μmol) of methyl 3-t-butoxycarbonyl-1-chloromethyl-5-hydroxy-7-trifluoromethyl-1,2,3,6-tetrahydropyrrolo[3,2-e]indole-8-carboxylate and 4.8 mg (25 μmol) of 5-methoxyindole-2-carboxylic acid in a yield of 7.2 mg (55%).

Sources & evidence

ORD record
ord-66de7cf2ce0c4ab3947bba37547a80e3
Source dataset
uspto-grants-1997_05
Patent number
US05629430

Reaction notes

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