Benzylamine → HCID 59924918, compound

Participants

Reaction Steps

To a solution of a mixture 10 mg (0.028 mmol) of 2-[(S)-1-phenylethylamino]-4-[5-carboxy-benzimidazol-1-yl]pyrimidine and 2-[(S)-1-phenylethylamino]-4-[6-carboxy-benzimidazol-1-yl]pyrimidine (EXAMPLE 106 Step C) and benzylamine (0.003 mL, 0.028 mmol) in 0.6 mL CH2Cl2 was added N-methylmopholine (0.004 mL) followed by 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (10 mg). The solution was stirred for 4 hours then quenched with water. The organic fraction was concentrated and the product purified by chromatography to afford the title compounds. Partial 1H NMR (500 MHz CD3OD): δ 8.73 (brs, 1H); 8.57 (brs, 1H); 8.33 (brs, 1H); 7.82 (d J=10 Hz, 1H); 7.70 (d J=10 Hz, 1H); 6.82 (brs, 1H); 6.63 (brs, 1H); 5.23 (br, 1H); 4.70 (d J=5.5 Hz, 2H); 1.63 (d J=6.5 Hz, 3H). Partial 1H NMR (500 MHz CD3OD): δ 8.47 (br, 1H); 8.36 (br, 1H); 8.20 (s, 1H); 6.79 (d J=5.5 Hz, 1H); 6.60 (br, 1H); 5.18 (br, 1H); 4.72 (d J=5.5 Hz, 2H); 1.62 (d, J=6.5 Hz, 3H).

Provenance & Evidence