HCID 66965859, compound → Hydrochloric Acid

HRID 1515029Notes

Reaction equation

HRID 1515029 reaction equation
C([O:5][C:6](=[O:39])[CH2:7][CH2:8][C:9]1[CH:14]=[C:13]([Cl:15])[C:12]([C:16]2[NH:20][C:19]3[CH:21]=[C:22]([C:25](=[O:37])[NH:26][C:27]4[CH:36]=[CH:35][C:34]5[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=5)[N:28]=4)[CH:23]=[CH:24][C:18]=3[N:17]=2)=[C:11]([Cl:38])[CH:10]=1)(C)(C)C>Cl.O1CCOCC1>[Cl:15][C:13]1[CH:14]=[C:9]([CH2:8][CH2:7][C:6]([OH:39])=[O:5])[CH:10]=[C:11]([Cl:38])[C:12]=1[C:16]1[NH:20][C:19]2[CH:21]=[C:22]([C:25](=[O:37])[NH:26][C:27]3[CH:36]=[CH:35][C:34]4[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=4)[N:28]=3)[CH:23]=[CH:24][C:18]=2[N:17]=1.[ClH:15]

Participants

5

Reactant 1

HCID 66965859HCID 66965859, compound

Product 2

HCID 313Hydrochloric AcidHCID 53322804HCID 53322804, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 3-(3,5-dichloro-4-[6-(quinolin-2-ylcarbamoyl)-1H-benzoimidazol-2-yl]-phenyl)-propionic acid tert butyl ester (440 mg, 0.8 mmol) in 4 M HCl in dioxane (25 mL) was stirred at ambient temperature 6 h. The solution was evaporated to half volume and diluted with diethyl ether to give 3-(3,5-dichloro-4-[6-(quinolin-2-ylcarbamoyl)-1H-benzoimidazol-2-yl]-phenyl)-propionic acid as an HCl salt. 1H-NMR (DMSO-d6, 400 MHz): δ 11.91 (s, 1H), 8.67 (d, J=9.09 Hz, 1H), 8.61 (s, 1H), 8.35 (d, J=9.09 Hz, 1H), 8.05-8.14 (m, 4H), 7.87 (t, J=7.77 Hz, 2H), 7.62-7.67 (m, 4H), 2.94 (t, J=7.33 Hz, 2H), 2.68 (t, J=7.39 Hz, 2H). MS (ESI) m/z 505.0 (M+H).

Workup

  1. customThe solution was evaporated to half volume
  2. additiondiluted with diethyl ether

Sources & evidence

ORD record
ord-4b98331d2bd545db96263322c1da609f
Source dataset
uspto-grants-2012_07
Patent number
US08222248B2

Reaction notes

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