Phenyl glycidyl ether → ethyl 9-(2-hydroxy-3-phenoxypropyl)-9H-pyrido[3,4-b]indole-3-carboxylate

HRID 1752218Notes

Reaction equation

HRID 1752218 reaction equation
[CH:1]1[C:6]2[NH:7][C:8]3[C:13]([C:5]=2[CH:4]=[C:3]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[N:2]=1)=[CH:12][CH:11]=[CH:10][CH:9]=3.[O:19]([CH2:26][CH:27]1[CH2:29][O:28]1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[OH:28][CH:27]([CH2:26][O:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH2:29][N:7]1[C:8]2[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:5]2[CH:4]=[C:3]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[N:2]=[CH:1][C:6]1=2

Participants

3

Reactant 2

HCID 31217Phenyl glycidyl etherHCID 105078Ethyl Beta-Carboline-3-Carboxylate

Product 1

HCID 71253999ethyl 9-(2-hydroxy-3-phenoxypropyl)-9H-pyrido[3,4-b]indole-3-carboxylate

Procedure

Following Representative Procedure 1, the title compound ethyl 9-(2-hydroxy-3-phenoxypropyl)-9H-pyrido[3,4-b]indole-3-carboxylate was prepared from Ethyl 9H-pyrido[3,4-b]indole-3-carboxylate and phenoxymethyloxirane in 67% yield.

Sources & evidence

ORD record
ord-1a996100a14b49749e7365f643941490
Source dataset
uspto-grants-2015_10
Patent number
US09162980B2

Reaction notes

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