4,8-Dimethoxy-2-quinolinecarboxylic acid → HCID 16040854, compound

HRID 545193Notes

Reaction equation

HRID 545193 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]2[C:14](=[O:15])[CH2:13][C:12]3([CH2:20][CH2:19][NH:18][CH2:17][CH2:16]3)[O:11][C:8]2=[CH:9][N:10]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:21][O:22][C:23]1[C:32]2[C:27](=[C:28]([O:33][CH3:34])[CH:29]=[CH:30][CH:31]=2)[N:26]=[C:25]([C:35](O)=[O:36])[CH:24]=1>>[C:1]([C:5]1[CH:6]=[C:7]2[C:14](=[O:15])[CH2:13][C:12]3([CH2:16][CH2:17][N:18]([C:35]([C:25]4[CH:24]=[C:23]([O:22][CH3:21])[C:32]5[C:27](=[C:28]([O:33][CH3:34])[CH:29]=[CH:30][CH:31]=5)[N:26]=4)=[O:36])[CH2:19][CH2:20]3)[O:11][C:8]2=[CH:9][N:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 534909714,8-Dimethoxy-2-quinolinecarboxylic acidHCID 67171758HCID 67171758, compound

Product 1

HCID 16040854HCID 16040854, compound

Procedure

The compound was prepared according to the procedure described in Example 1, using 6′-tert-butylspiro[piperidine-4,2′-pyrano[2,3-c]pyridin]-4′(3′H)-one instead of N-(4-oxospiro[chroman-2,4′-piperidin]-6-yl)acetamide and using 4,8-dimethoxyquinoline-2-carboxylic acid in place of 4-methoxyquinoline-2-carboxylic acid. 1H-NMR (400 MHz, CDCl3) δ: 8.49 (1H, d, J=1.0 Hz), 7.77 (1H, dd, J=8.0, 1.1 Hz), 7.64 (1H, d, J=1.0 Hz), 7.47 (1H, t, J=8.0 Hz), 7.19 (1H, s), 7.08 (1H, dd, J=8.0, 1.1 Hz), 4.65-4.57 (1H, m), 4.23-4.15 (1H, m), 4.08 (3H, s), 4.03 (3H, s), 3.66-3.33 (2H, m), 2.90-2.76 (2H, m), 2.24-1.83 (4H, m), 1.36 (9H, s). MS (M+H)+=490.

Workup

  1. customThe compound was prepared

Sources & evidence

ORD record
ord-973f35d24d79479ab166b814fde48274
Source dataset
uspto-grants-2011_05
Patent number
US07935712B2

Reaction notes

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