Ammonia → N-(2-amino-2-oxoethyl)-5-chloro-1H-indole-2-carboxamide

Participants

Role	Name	HCID	Charge
Reactant	Ammonia	HCID 222	—
Reactant	methyl N-[(5-chloro-1H-indol-2-yl)carbonyl]glycinate	HCID 4893740	—
Solvent	Methanol	HCID 887	—
Product	N-(2-amino-2-oxoethyl)-5-chloro-1H-indole-2-carboxamide	HCID 4028518	—

Reaction Steps

[(5-Chloro-1H-indole-2-carbonyl)-amino]-acetic acid methyl ester (100 mg, 0.40 mmol) was added to a saturated solution of ammonia in methanol (ca. 3 mL) at 25° C. The suspension was sonicated for 1 hour and the resulting solution concentrated. The residue was triturated with ether/hexanes and dried. Yield 77 mg, 77%; HPLC (60/40) 2.78 minutes (98%); PBMS 252/254 (MH+, 100%);

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06107329
Source dataset	uspto-grants-2000_08
ORD ID	ord-80fbab1b5b9f4bd3927905d3c5bd6e2e
Source note	uspto-grants-2000_08