Hydrochloric Acid → HCID 60209093, compound

HRID 1095379Notes

Reaction equation

HRID 1095379 reaction equation
[N:1]1([CH2:7][CH2:8][N:9]2[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[N:11]([C:18]([NH:20][C@H:21]([C:26]([O:28]C)=[O:27])[C@H:22]([CH2:24][CH3:25])[CH3:23])=[O:19])[C:10]2=[O:30])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[ClH:31]>C(O)(=O)C>[ClH:31].[N:1]1([CH2:7][CH2:8][N:9]2[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[N:11]([C:18]([NH:20][C@H:21]([C:26]([OH:28])=[O:27])[C@H:22]([CH2:24][CH3:25])[CH3:23])=[O:19])[C:10]2=[O:30])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57780512HCID 57780512, compound

Product 1

HCID 60209093HCID 60209093, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A suspension of methyl N-{[3-(2-morpholin-4-ylethyl)-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl]carbonyl}-L-isoleucinate (Example 2) in 4N HCl (4 mL) and acetic acid (4 mL) was refluxed for 24 h. Then it was cooled to rt and evaporated to dryness. Recrystallization from ethyl acetate and hexane followed by filtration gave 510 mg (81%) of the title compound as white solid.

Workup

  1. temperaturewas refluxed for 24 h
  2. customevaporated to dryness
  3. customRecrystallization from ethyl acetate and hexane
  4. filtrationfollowed by filtration

Sources & evidence

ORD record
ord-af8d6055f2f0462e9befe3f138ddd412
Source dataset
uspto-grants-2012_03
Patent number
US08138177B2

Reaction notes

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