Triethylamine → HCID 74928538, compound

HRID 504545Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[C:6]2[NH:8][C:9](=[O:38])[C:10]3([CH:15]([C:16]4[CH:21]=[C:20]([Cl:22])[CH:19]=[CH:18][C:17]=4[N:23]4[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]4)[CH2:14][C:13](=[O:29])[NH:12][CH:11]3[C:30]3[CH:35]=[C:34]([F:36])[CH:33]=[CH:32][C:31]=3[CH3:37])[C:5]2=[CH:4][CH:3]=1.I[CH2:40][CH2:41][OH:42].CCN(CC)CC>CC(C)=O>[Cl:1][C:2]1[CH:7]=[C:6]2[NH:8][C:9](=[O:38])[C:10]3([CH:15]([C:16]4[CH:21]=[C:20]([Cl:22])[CH:19]=[CH:18][C:17]=4[N:23]4[CH2:28][CH2:27][N:26]([CH2:40][CH2:41][OH:42])[CH2:25][CH2:24]4)[CH2:14][C:13](=[O:29])[NH:12][CH:11]3[C:30]3[CH:35]=[C:34]([F:36])[CH:33]=[CH:32][C:31]=3[CH3:37])[C:5]2=[CH:4][CH:3]=1

Participants

Conditions

Temperature: 80 °C

Procedure

A mixture of racemic (2′S,3S,4′R)-6-chloro-4′-[5-chloro-2-(piperazin-1-yl)-phenyl]-2′-(5-fluoro-2-methyl-phenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (50 mg, 0.09 mmol), 2-Iodo-ethanol (155 mg, 0.9 mmol) and Et3N (18 mg, 0.18 mmol) in acetone (1 mL) was heated at 80° C. for 1 h. Then the mixture was concentrated and the residue was purified by Prep-HPLC to give the title compound as a white solid (26 mg).

Workup

concentrationThen the mixture was concentrated
customthe residue was purified by Prep-HPLC

Sources & evidence

ORD record: ord-29c9e7310dce446792382201b8cb6b16
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07776875B2

Reaction notes

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