Potassium Bromide → (1S,9S) 9-Acetylamino-6,10-dioxo-1,2,3,4,7,8,9,10-octahydro-6H-pyridazino[1,2-a][1,2]diazepine-1-carboxylic acid

Participants

Role	Name	HCID	Charge
Reactant	Potassium Bromide	HCID 253877	—
Reactant	(1S, 9S) t-Butyl 9-benzoylamino-6,10-dioxo-1,2,3,4,7,8,9,10-octahydro-6H-pyridazino[1,2-a][1,2]diazepine-1-carboxylate	HCID 57166602	—
Solvent	Methanol	HCID 887	—
Product	(1S,9S) 9-Acetylamino-6,10-dioxo-1,2,3,4,7,8,9,10-octahydro-6H-pyridazino[1,2-a][1,2]diazepine-1-carboxylic acid	HCID 18396547	—

Reaction Steps

was prepared from 211e the same method as compound 212e as a white glassy solid (595 mg, 77%): mp >250° C.; [α]D24 -153 (c 0.10, MeOH); IR (KBr) 3280, 2942, 1742, 1697, 1675, 1650, 1616, 1548, 1470, 1443, 1281, 1249, 1202, 1187, 1171; 1H NMR (CD3OD) δ 5.35-5.31 (1H, m), 4.81-4.71 (1H, m), 4.61-4.46 (1H, m), 3.59-3.44 (2H, m), 3.11-2.94 (1H, m), 2.58-2.39 (1H, m), 2.36-2.19 (2H, m), 2.11-1.83 (3H, m), 1.99 (3H, s), 1.78-1.56 (2H, m); Anal. Calcd for C12H17N3O5 : C, 50.88; H, 6.05; N, 14.83. Found: C, 50.82; H, 6.02; N, 14.58; MS (ES-) 282 (M-1, 100%): Accurate Mass calculated for C12H18N3O5 (MH+): 284.1246. Found: 284.1258.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06008217
Source dataset	uspto-grants-1999_12
ORD ID	ord-7cbeb24eb0864af5bd2c66c9e00488d8
Source note	uspto-grants-1999_12