Triethylamine → HCID 58446991, compound

HRID 535709Notes

Reaction equation

Cl[C:2]1[C:3]2[N:4]([N:8]=[N:9][N:10]=2)[CH:5]=[CH:6][N:7]=1.C(N(CC)CC)C.Cl.[NH:19]1[CH2:22][CH:21]([N:23]([CH3:31])[C:24](=[O:30])[O:25][C:26]([CH3:29])([CH3:28])[CH3:27])[CH2:20]1>C(O)C>[CH3:31][N:23]([CH:21]1[CH2:20][N:19]([C:2]2[C:3]3[N:4]([N:8]=[N:9][N:10]=3)[CH:5]=[CH:6][N:7]=2)[CH2:22]1)[C:24](=[O:30])[O:25][C:26]([CH3:29])([CH3:27])[CH3:28]

Participants

Conditions

Temperature: 25 °C

Procedure

A 2 L round bottom flask was charged with 8-chlorotetrazolo[1,5-a]pyrazine (100 g, 0.64 mol), triethylamine (195 g, 1.93 mol) and ethanol (1 L). To the above was added tert-butyl azetidin-3-yl(methyl)carbamate hydrochloride (146 g, 0.66 mol) at 25° C. The resulting mixture was stirred at 25° C. for 1 h. Work-up: the resulting crystalline solid was collected by filtration, washed with ethanol (200 mL), and dried to afford 176 g (91%) of the product as a white solid. MS m/z: 306 (M+H+).

Workup

filtrationthe resulting crystalline solid was collected by filtration
washwashed with ethanol (200 mL)
customdried

Sources & evidence

ORD record: ord-14b6cb7c6e674fa8afd56dda90c822a2
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08859550B2

Reaction notes

Loading…