Hydrochloric Acid → HCID 68296946, compound

HRID 70800Notes

Reaction equation

[ClH:1].[CH2:2]([O:4][C:5]([CH:7]1[O:11][N:10]=[C:9]([C:12]2[N:13]=[C:14]([CH:17]3[CH2:22][CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19][CH2:18]3)[S:15][CH:16]=2)[CH2:8]1)=[O:6])C>O1CCOCC1>[Cl-:1].[CH3:2][O:4][C:5]([CH:7]1[O:11][N:10]=[C:9]([C:12]2[N:13]=[C:14]([CH:17]3[CH2:22][CH2:21][NH2+:20][CH2:19][CH2:18]3)[S:15][CH:16]=2)[CH2:8]1)=[O:6]

Participants

Conditions

Temperature: 0 °C

Procedure

Under an argon atmosphere, at 0° C., a 4 N solution of hydrogen chloride in dioxane (11.4 ml) is added dropwise to a solution of tert-butyl 4-{4-[5-(methoxycarbonyl)-4,5-dihydro-1,2-oxazol-3-yl]1,3-thiazol-2-yl}piperidine-1-carboxylate (B), 1.20 g) in dioxane (12 ml). The reaction mixture is stirred at 0° C. and then gradually warmed to room temperature. After 4 hours, the solvent and excess hydrogen chloride are removed. This gives 4-{4-[5-(methoxycarbonyl)-4,5-dihydro-1,2-oxazol-3-yl]1,3-thiazol-2-yl}piperidinium chloride (1.10 g, 98%).

Workup

temperaturegradually warmed to room temperature
customthe solvent and excess hydrogen chloride are removed

Sources & evidence

ORD record: ord-01f6c625a33a4046971198d3248e5bad
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08822693B2

Reaction notes

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