Cyclopentanecarboxylic acid → HCID 66747009, compound

HRID 2047762Notes

Reaction equation

[CH2:1]([O:3][C:4]([C:6]1[C:7]([CH3:23])=[N:8][C:9]2[C:14]([C:15]=1[NH2:16])=[C:13]([O:17][CH2:18][C:19]([NH2:22])([CH3:21])[CH3:20])[CH:12]=[CH:11][CH:10]=2)=[O:5])[CH3:2].[CH:24]1([C:29](O)=[O:30])[CH2:28][CH2:27][CH2:26][CH2:25]1>>[CH2:1]([O:3][C:4]([C:6]1[C:7]([CH3:23])=[N:8][C:9]2[C:14]([C:15]=1[NH2:16])=[C:13]([O:17][CH2:18][C:19]([NH:22][C:29]([CH:24]1[CH2:28][CH2:27][CH2:26][CH2:25]1)=[O:30])([CH3:20])[CH3:21])[CH:12]=[CH:11][CH:10]=2)=[O:5])[CH3:2]

Participants

Reactant 2

HCID 18840Cyclopentanecarboxylic acid

HCID 66746535HCID 66746535, compound

Product 1

HCID 66747009HCID 66747009, compound

Procedure

Prepared as in Example 24a from ethyl-4-amino-5-(2-amino-2-methylpropoxy)-2-methylquinoline-3-carboxylate (Example 24b) and cyclopentane carboxylic acid as a yellow solid (33%). 1H NMR (400 MHz, DMSO-d6) δ 1.34 (t, J=4.0 Hz, 3H), 1.37 (s, 6H), 1.42-1.53 (m, 6H), 1.64-1.69 (m, 2H), 2.58 (m, 1H), 2.62 (s, 3H), 4.32 (s, 2H), 4.35 (m, 2H), 6.96 (m, 1H), 7.28 (d, J=8.0 Hz, 1H), 7.58 (m, 1H), 7.66 (s, 1H), 8.41 (d, 2H). MS 414 (MH+).

Sources & evidence

ORD record: ord-1b059f23f48c4c958d803234d1379462
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08592592B2

Reaction notes

Loading…