2-(1-AMinocyclohexyl)acetic acid

Preparation of 6-[(1-amino-cyclohexyl) acetamido]penicillanic acid Cyclohexanone (49 g), malonic acid (52 g), and ammonium acetate (77 g) were heated at reflux for six hours in 95% ethanol (150 ml.). The solution was allowed to cool, the crude product (47 g) collected by filtration and recrystallized from 95% ethanol to yield (1-aminocyclohexyl) acetic acid [(40 g) m.p. 240 C.: (found C, 61.0; H, 9.7; N, 8.9; C8 H15 NO2 requires C, 61:1; H, 9.6; N, 8.9%) n.m.r. deltappm (D2 O) 1.5-1.8 (b.s., 10H), 2.5 (s, 2H), i.r.numax (mull) 2150 cm-1 (s, -NH3(+) overtone), 1610 and 1495 cm-1 (s, s, - NH3(+), 1560 cm-1 (b.s. -CO2(-))].General procedure: Copper(II) nitrate trihydrate (0.1000 g, 0.4139 mmol) was dissolved in water (10.0 mL) on a steam bath, and 2-To a mixture of l-cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carboxylic acid methyl ester (100 mg, 0.31mmol) and(l-amino-cyclohexyl)-acetic acid (245 mg, 1.56 mmol) (Matrix Scientific, Columbia SC) in 3 mL of DMF was added NaOMe solid (67 mg, 1.25mmol). The resultant mixture was heated in a 150C oil bath for 7 h. Reaction mixture was diluted with water (100 mL) and acidified by 1 N HC1 to pH = 3-4. Precipitate was collected, dried and the purified by silica gel chromatography, eluting with 10-70% EtOAc / hexanes to provide the title compound 27 mg (0.06 mmol) in 19% yield. LC-MS ESI-: 443.95 (M-l)A mixture of hydrochloric acid salt (3.87 g.) of Reference Example 68; {1-[(Anilinocarbonyl)amino]cyclohexyl}acetic acid; To a solution of General procedure: The proligands,

Molecular Weight:157.21
XLogP3:-1.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:157.110278721
Monoisotopic Mass:157.110278721
Topological Polar Surface Area:63.3
Heavy Atom Count:11
Complexity:150
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes