Hydrochloric Acid → HCID 86613768, compound

HRID 2109734Notes

Reaction equation

[ClH:1].[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C@H:10]([NH:27]C(=O)OC(C)(C)C)[CH2:11][NH:12][C:13]2[S:14][CH:15]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[C:21]([F:26])[CH:20]=3)[C:16](=[O:18])[N:17]=2)=[CH:5][CH:4]=1>>[ClH:2].[ClH:1].[NH2:27][C@@H:10]([CH2:9][C:6]1[CH:5]=[CH:4][C:3]([Cl:2])=[CH:8][CH:7]=1)[CH2:11][NH:12][C:13]1[S:14][C:15]([C:19]2[CH:24]=[CH:23][C:22]([F:25])=[C:21]([F:26])[CH:20]=2)=[C:16]([OH:18])[N:17]=1

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 178454219HCID 178454219, compound

Product 1

HCID 86613768HCID 86613768, compound

Procedure

Hydrogen chloride (4.0 M solution in 1,4-dioxane, 5 mL) was added to tert-butyl (S)-3-(4-chlorophenyl)-1-(5-(3,4-difluorophenyl)-4-oxo-4,5-dihydrothiazol-2-ylamino)propan-2-ylcarbamate (0.0940 g, 0.190 mmol). The mixture was stirred at room temperature for 90 minutes in a sealed vessel. The solvent was removed in vacuo to give the product as a white solid, 89.3 mgs, 100%. 1H NMR (300 MHz, CD3OD) δ 2.90-3.12 (m, 2H), 3.64-3.87 (m, 3H), 7.13-7.44 (m, 7H). LCMS (API-ES): 396.0/398.0 (M++H), chloro pattern.

Workup

customThe solvent was removed in vacuo

Sources & evidence

ORD record: ord-f9f31187f12b4064b72a576dd2c3a003
Source dataset: uspto-grants-2009_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07514566B2

Reaction notes

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