Ethyl 3-(4-benzyloxy-2-methylphenyl)-2-azidopropenoate → 6-benzyloxy-4-methyl-1H-indole-2-carboxylic acid ethyl ester

HRID 1067780Notes

Reaction equation

HRID 1067780 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]=[C:16]([N:22]=[N+]=[N-])[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[C:11]([CH3:25])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C1(C)C=CC=CC=1>[CH2:1]([O:8][C:9]1[CH:14]=[C:13]2[C:12]([CH:15]=[C:16]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[NH:22]2)=[C:11]([CH3:25])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 53708267Ethyl 3-(4-benzyloxy-2-methylphenyl)-2-azidopropenoate

Product 1

HCID 227200096-benzyloxy-4-methyl-1H-indole-2-carboxylic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The reaction was carried out in a manner similar to Reference Example 13 b) except for using 3.22 g of ethyl 3-(4-benzyloxy-2-methylphenyl)-2-azidopropenoate and 100 ml of toluene. Ethyl 6-benzyloxy-4-methyl-2-indolecarboxylate was thus obtained in the yield of 2.66 g.

Sources & evidence

ORD record
ord-7d2a8a6e788c4042a4a240629270bb9b
Source dataset
uspto-grants-2001_06
Patent number
US06248772B1

Reaction notes

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