N-(2-Aminoethyl)glycine

White Solid

Preparation of [(2-Aminoethyl)amino] acetic acid (3) in DMSO C0Example 8 Preparation of [(2-Aminoethyl)amino] acetic acid (3) in DMSO C0To a mixture of 5-[[4-chloro-2-formyl-5-[[3-[3-[3-(4-hydroxy-l-piperidyl)propoxy]-2- methyl-phenyl]-2-methylphenyl]methoxy]phenoxy]methyl]pyridine-3-carbonitrile (200 mg, 312.42 pmol) in DMA (4 mL) was added 2-(2-aminoethylamino)acetic acid (184.54 mg, 1.56 mmol), CS2CO3(814.34 mg, 2.50 mmol) and I2(317.18 mg, 1.25 mmol, 251.73 pL) at 15 C.The mixture was stirred at 15 C for 12 hr. The mixture was filtered, and the filtrate was purified directly by prep-HPLC (HC1 condition, column: Phenomenex Luna C18 200*40mm*l0pm; mobile phase: [water(0.05%HCl)-ACN]; B%: l5%-35%, lOmin) to afford 2-[2-[5-chl oro-2-[(5- cyano-3-pyridyl)methoxy]-4-[[3-[3-[3-(4-hydroxy-l-piperidyl)propoxy]-2-methyl-phenyl]-2- methyl-phenyl]methoxy]phenyl]-4, 5-dihydroimidazol-l-yl]acetic acid hydrogen chloride salt (17.18 mg) as a yellow solid. MS: m/z found 738.2 [M+H]+; 1H NMR (400 MHz, DMSO-d6): d 10.74 (s, 1H), 10.41 (br s, 1H), 9.04 (d, j= 1.8 Hz, 1H), 8.95 (d, j= 1.8 Hz, 1H), 8.38 (s, 1H), 7.58 (s, 1H), 7.48 (d, j= 7.3 Hz, 1H), 7.36 (s, 1H), 7.28 (t, j= 7.6 Hz, 1H), 7.24-7.18 (m, 1H), 7.08 (d, j= 7.7 Hz, 1H), 6.97 (d, j= 8.4 Hz, 1H), 6.69 (d, j= 7.3 Hz, 1H), 5.44 (s, 2H), 5.39- 5.36 (m, 2H), 4.08-4.03 (m, 6H), 3.98-3.93 (m, 3H), 3.46 (br d, J= 11.9 Hz, 1H), 3.30 (br d, J = 10.4 Hz, 1H), 3.22-3.16 (m, 3H), 2.98-2.89 (m, 1H), 2.24-2.20 (m, 2H), 2.02 (s, 3H), 1.98-1.89 (m, 2H), 1.83 (s, 3H), 1.73-1.70 (m, 2H).

Molecular Weight:118.13
XLogP3:-3.8
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:118.074227566
Monoisotopic Mass:118.074227566
Topological Polar Surface Area:75.4
Heavy Atom Count:8
Complexity:74.4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes