2-tert-butyl-4,6-dihydrospiro[indazole-5,4'-piperidin]-7(2H)-one hydrochloride salt → Tert-butyl 2-(3-(2-tert-butyl-7-oxo-2,4,6,7-tetrahydrospiro[indazole-5,4'-piperidine]-1'-ylcarbonyl)quinolin-6-yloxy)acetate

HRID 2403704Notes

Reaction equation

HRID 2403704 reaction equation
[C:1]([O:5][C:6](=[O:22])[CH2:7][O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[N:15]=[CH:14][C:13]([C:19]([OH:21])=O)=[CH:12]2)([CH3:4])([CH3:3])[CH3:2].Cl.[C:24]([N:28]1[CH:41]=[C:40]2[C:30]([C:31](=[O:42])[CH2:32][C:33]3([CH2:39]2)[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]3)=[N:29]1)([CH3:27])([CH3:26])[CH3:25]>>[C:24]([N:28]1[CH:41]=[C:40]2[C:30]([C:31](=[O:42])[CH2:32][C:33]3([CH2:39]2)[CH2:38][CH2:37][N:36]([C:19]([C:13]2[CH:14]=[N:15][C:16]4[C:11]([CH:12]=2)=[CH:10][C:9]([O:8][CH2:7][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:22])=[CH:18][CH:17]=4)=[O:21])[CH2:35][CH2:34]3)=[N:29]1)([CH3:27])([CH3:25])[CH3:26]

Participants

3

Reactant 2

HCID 573370712-tert-butyl-4,6-dihydrospiro[indazole-5,4'-piperidin]-7(2H)-one hydrochloride saltHCID 708961456-(2-Tert-butoxy-2-oxoethoxy)quinoline-3-carboxylic acid

Product 1

HCID 70896042Tert-butyl 2-(3-(2-tert-butyl-7-oxo-2,4,6,7-tetrahydrospiro[indazole-5,4'-piperidine]-1'-ylcarbonyl)quinolin-6-yloxy)acetate

Procedure

The title compound was prepared by a method analogous to that described for Example 3, using 6-(2-tert-butoxy-2-oxoethoxy)quinoline-3-carboxylic acid and 2-tert-butyl-4,6-dihydrospiro[indazole-5,4′-piperidin]-7(2H)-one hydrochloride salt. +ESI (M+H) 547.3; 1H NMR (400 MHz, CDCl3, δ): 8.77 (d, J=2.0 Hz, 1 H), 8.10 (d, J=1.6 Hz, 1 H), 8.06 (d, J=9.2 Hz, 1 H), 7.50 (dd, J=9.3, 2.8 Hz, 1 H), 7.41 (s, 1 H), 7.02 (d, J=2.7 Hz, 1 H), 4.64 (s, 2 H),3.68-3.93 (m, 2 H), 3.41-3.51 (m, 2 H), 2.78 (s, 2 H), 2.65 (s, 2 H), 1.53-1.76 (m, 4 H), 1.61 (s, 9 H), 1.49 (s, 9 H).

Sources & evidence

ORD record
ord-a600d64506184d6e88a7623d37c70a5f
Source dataset
uspto-grants-2014_08
Patent number
US08802688B2

Reaction notes

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