Ethyl 7-benzyloxy-4-chloro-1-methyl-2-indolecarboxylate → HCID 21194451, compound

HRID 1067784Notes

Reaction equation

HRID 1067784 reaction equation
C([O:8][C:9]1[CH:10]=[CH:11][C:12]([Cl:24])=[C:13]2[C:17]=1[N:16]([CH3:18])[C:15]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:14]2)C1C=CC=CC=1>[Pd].O1CCCC1>[Cl:24][C:12]1[CH:11]=[CH:10][C:9]([OH:8])=[C:17]2[C:13]=1[CH:14]=[C:15]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[N:16]2[CH3:18]

Participants

4

Reactant 1

HCID 21194304Ethyl 7-benzyloxy-4-chloro-1-methyl-2-indolecarboxylate

Product 1

HCID 21194451HCID 21194451, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

The reaction was carried out in a manner similar to Reference Example 18 b) except for using 7.71 g (22.4 mmol) of ethyl 7-benzyloxy-4-chloro-1-methyl-2-indolecarboxylate, 0.50 g of 10% palladium/carbon and 150 ml of tetrahydrofuran. Ethyl 4-chloro-7-hydroxy-1-methyl-2-indolecarboxylate was thus obtained in the yield of 4.70 g (82.6%).

Sources & evidence

ORD record
ord-03db5dc79abb4dcdaaf9cc40cd09d142
Source dataset
uspto-grants-2001_06
Patent number
US06248772B1

Reaction notes

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