Ethyl indole-5-carboxylate → Ethyl-1-(5-((1-(tert-butoxycarbonyl)piperidin-4-yl)oxy)pyridin-2-yl)-1H-indole-5-carboxylate

HRID 1467978Notes

Reaction equation

HRID 1467978 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([O:8][CH:9]2[CH2:14][CH2:13][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:11][CH2:10]2)=[CH:4][CH:3]=1.[NH:22]1[C:30]2[C:25](=[CH:26][C:27]([C:31]([O:33][CH2:34][CH3:35])=[O:32])=[CH:28][CH:29]=2)[CH:24]=[CH:23]1>>[CH2:34]([O:33][C:31]([C:27]1[CH:26]=[C:25]2[C:30](=[CH:29][CH:28]=1)[N:22]([C:2]1[CH:3]=[CH:4][C:5]([O:8][CH:9]3[CH2:14][CH2:13][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:11][CH2:10]3)=[CH:6][N:7]=1)[CH:23]=[CH:24]2)=[O:32])[CH3:35]

Participants

3

Reactant 2

HCID 10987040Ethyl indole-5-carboxylateHCID 86696180Tert-butyl 4-((6-chloropyridin-3-yl)oxy)piperidine-1-carboxylate

Product 1

HCID 67617454Ethyl-1-(5-((1-(tert-butoxycarbonyl)piperidin-4-yl)oxy)pyridin-2-yl)-1H-indole-5-carboxylate

Procedure

The title compound was prepared by following the similar procedure as described in Intermediate-27 using tert-butyl 4-((6-chloropyridin-3-yl)oxy)piperidine-1-carboxylate and ethyl 1H-indole-5-carboxylate (0.21 g, 36%); MS: 466.2 (M+1).

Sources & evidence

ORD record
ord-4a00d9f372f443a283eeb28ec303b161
Source dataset
uspto-grants-2015_04
Patent number
US09000175B2

Reaction notes

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