tert-Butyl piperazine-1-carboxylate → tert-butyl 4-(1H-indole-6-carbonyl)piperazine-1-carboxylate

HRID 630446Notes

Reaction equation

HRID 630446 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:10]([OH:12])=O)[CH:8]=2)[CH:3]=[CH:2]1.[N:13]1([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1>>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:10]([N:16]3[CH2:15][CH2:14][N:13]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:18][CH2:17]3)=[O:12])[CH:8]=2)[CH:3]=[CH:2]1

Participants

3

Reactant 2

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 5952301H-indole-6-carboxylic acid

Product 1

HCID 17591552tert-butyl 4-(1H-indole-6-carbonyl)piperazine-1-carboxylate

Procedure

Prepared from 1H-indole-6-carboxylic acid (4.0 g, 24.84 mmol, 1.0 eq) and tert-butyl piperazine-1-carboxylate (4.6 g, 24.84 mmol, 1.0 eq) in an analogous manner as described under procedure 1a). White solid. Yield: 5.0 g (61% of theory)

Sources & evidence

ORD record
ord-8b08d0444e584f71ae45e9500434b277
Source dataset
uspto-grants-2016_04
Patent number
US09315490B2

Reaction notes

Loading…