tert-Butyl propionate → 1-(2-Diethylaminoethyl)-4-trifluoromethyl-6-(2-t-butoxycarbonyl-1-ethynyl)-3-hydroxy-3-(2-naphthyl)oxindole

HRID 1369091Notes

Reaction equation

HRID 1369091 reaction equation
[CH2:1]([N:3]([CH2:32][CH3:33])[CH2:4][CH2:5][N:6]1[C:14]2[C:9](=[C:10]([C:16]([F:19])([F:18])[F:17])[CH:11]=[C:12](I)[CH:13]=2)[C:8]([OH:30])([C:20]2[CH:29]=[CH:28][C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH:21]=2)[C:7]1=[O:31])[CH3:2].[C:34]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])(=[O:37])[CH2:35][CH3:36]>>[CH2:1]([N:3]([CH2:32][CH3:33])[CH2:4][CH2:5][N:6]1[C:14]2[C:9](=[C:10]([C:16]([F:19])([F:18])[F:17])[CH:11]=[C:12]([C:36]#[C:35][C:34]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37])[CH:13]=2)[C:8]([OH:30])([C:20]2[CH:29]=[CH:28][C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH:21]=2)[C:7]1=[O:31])[CH3:2]

Participants

3

Reactant 2

HCID 88561tert-Butyl propionateHCID 118278961-(2-Diethylaminoethyl)-4-trifluoromethyl-6-iodo-3-hydroxy-3-(2-naphthyl)oxindole

Product 1

HCID 569992581-(2-Diethylaminoethyl)-4-trifluoromethyl-6-(2-t-butoxycarbonyl-1-ethynyl)-3-hydroxy-3-(2-naphthyl)oxindole

Procedure

The title compound (75.7 mg, quant.) was prepared from 1-(2-diethylaminoethyl)-4-trifluoromethyl-6-iodo-3-hydroxy-3-(2-naphthyl)oxindole of Example 48 (75.1 mg, 0.132 mmol) and t-butyl propionate by the procedure similar to that described in Reference Example 21.

Sources & evidence

ORD record
ord-e6262199f0314437b2e577a9e3b3b1c1
Source dataset
uspto-grants-2003_06
Patent number
US06576656B1

Reaction notes

Loading…