Potassium Carbonate → HCID 66673215, compound

Participants

Reaction Steps

Heat a mixture of N-Boc-1-aminomethyl-indan-5-ol (1.13 g, 4.29 mmol), 6-chloronicotinamide (671 mg, 4.29 mmol, K2CO3 (889 mg, 6.43 mmol), and DMSO (10 ml) at 100° C. for 19 hours. Pour the reaction mixture into saturated aqueous NH4Cl and extract with EtOAc. Wash extract with brine, dry (MgSO4) and concentrate to a brown foam. Purify on silica gel (30% EtOAc/DCM) to obtain [5-(5-carbamoyl-pyridin-2-yloxy)-indan-1-ylmethyl]-carbamic acid tert-butyl ester (847 mg) as a light yellow solid 1HNMR (CDCl3): 8.61 (s, 1H), 8.17 (d, 1H), 7.24 (d, 1H), 7.00 (s, 1H), 6.95 (m, 3H), 6.03 (br s, 2H), 4.65 (br s, 1H), 3.48 (m, 1H), 3.31 (m, 2H), 2.98-2.83 (m, 2H), 2.30 (m, 1H), 1.90 (m, 1H), 1.45 (s, 9H).

Provenance & Evidence