HCID 23000733, compound → HCID 23000725, compound

HRID 397692Notes

Reaction equation

[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[S:10]([N:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH:14]1[C:19]1[N:23]=[C:22]([CH2:24][NH:25]C(=O)OC(C)(C)C)[O:21][N:20]=1)(=[O:12])=[O:11]>O1CCOCC1>[NH:3]1[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[N:1]=[C:2]1[S:10]([N:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH:14]1[C:19]1[N:23]=[C:22]([CH2:24][NH2:25])[O:21][N:20]=1)(=[O:11])=[O:12]

Participants

Conditions

Temperature: 0 °C

Procedure

tert-Butyl N-(3-[1-(1H-benzo[d]imidazol-2-ylsulfonyl)-2-piperidyl]-1,2,4-oxadiazol-5-ylmethyl)carbamate (0.88 g) [see Preparation 85] was dissolved in dioxan (20 ml) and cooled to 0° C. Hydrogen chloride gas was then bubbled through for 10 mins. The reaction mixture was then stirred at room temperature for 1 hr. the solvent was then removed under reduced pressure to afford 3-[1-(1H-benzo[d]imidazol-2-ylsulfonyl)-2-piperidyl]-1,2,4-oxadiazol-5-ylmethylamine (0.67 g) as the hydrochloride salt as a white solid.

Workup

customHydrogen chloride gas was then bubbled through for 10 mins
customthe solvent was then removed under reduced pressure

Sources & evidence

ORD record: ord-6911e58df3c14b888762ec2e70df0a8b
Source dataset: uspto-grants-2003_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06610707B1

Reaction notes

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