Hydrochloric Acid → HCID 86699042, compound

HRID 1424152Notes

Reaction equation

HRID 1424152 reaction equation
Cl.[C:2]([C:6]1[CH:29]=[CH:28][C:9]2[NH:10][C:11]([C@@H:13]([NH:20]C(=O)OC(C)(C)C)[C@@H:14]([CH3:19])[C:15]([NH:17][CH3:18])=[O:16])=[N:12][C:8]=2[CH:7]=1)([CH3:5])([CH3:4])[CH3:3]>O1CCOCC1>[NH2:20][C@H:13]([C:11]1[NH:12][C:8]2[CH:7]=[C:6]([C:2]([CH3:3])([CH3:5])[CH3:4])[CH:29]=[CH:28][C:9]=2[N:10]=1)[C@@H:14]([CH3:19])[C:15]([NH:17][CH3:18])=[O:16]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178485758HCID 178485758, compound

Product 1

HCID 86699042HCID 86699042, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

HCl in 1,4-dioxane (4M, 2 mL, 8.00 mmol) was added to a stirred solution of tert-butyl ((1S,2R)-1-(5-(tert-butyl)-1H-benzo[d]imidazol-2-yl)-2-methyl-3-(methylamino)-3-oxopropyl)carbamate (50 mg, 0.13 mmol) in 1,4-dioxane (1 mL). The reaction mixture was stirred at room temperature for 4 hours before concentrating in vacuo. The residue was sonicated in diethyl ether (0.5 mL) for 30 minutes, the organic solvent was decanted and the fine precipitate dried under high vacuum to afford the title compound as the hydrochloride salt as a white solid (43.4 mg, quant).

Workup

  1. concentrationbefore concentrating in vacuo
  2. customThe residue was sonicated in diethyl ether (0.5 mL) for 30 minutes
  3. customthe organic solvent was decanted
  4. customthe fine precipitate dried under high vacuum

Sources & evidence

ORD record
ord-86ed8f2ba9884c4ca019483b67fffebd
Source dataset
uspto-grants-2015_01
Patent number
US08927587B2

Reaction notes

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