Trifluoroacetic acid → HCID 131721872, compound

HRID 2288508Notes

Reaction equation

HRID 2288508 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[N:7]([CH2:29][CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32])[C:8]([C:10]1[CH:28]=[CH:27][C:13]2[N:14]([CH3:26])[C:15]([CH2:17][NH:18]C(OC(C)(C)C)=O)=[N:16][C:12]=2[CH:11]=1)=[O:9].[F:36][C:37]([F:42])([F:41])[C:38]([OH:40])=[O:39]>C(Cl)Cl>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[N:7]([CH2:29][CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32])[C:8]([C:10]1[CH:28]=[CH:27][C:13]2[N:14]([CH3:26])[C:15]([CH2:17][NH2:18])=[N:16][C:12]=2[CH:11]=1)=[O:9].[F:36][C:37]([F:42])([F:41])[C:38]([O-:40])=[O:39]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 184126741-Methyl-2-(n-tert-butoxycarbonylaminomethyl)benzimidazol-5-yl-carboxylic acid-n-(2-pyridyl)-n-(2-ethoxycarbonylethyl)amide

Product 1

HCID 131721872HCID 131721872, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4.81 g (0.10 mol) of 1-methyl-2-(N-tert.butoxycarbonyl-aminomethyl)-benzimidazol-5-yl-carboxylic acid-N-(2-pyridyl)-N-(2-ethoxycarbonylethyl)-amide were dissolved in 25 ml of methylene chloride, mixed with 5 ml of trifluoroacetic acid and stirred for 5 hours at ambient temperature. Then the solvent was evaporated off and the residue was stirred with ether. The crystals thus formed were filtered off, washed with ether and dried. Yield: 3.15 g (68% of theory), C20H23N5O3 (381.4) Rf value: 0.18 (silica gel; methylene chloride/ethanol=9:1)

Workup

  1. customThen the solvent was evaporated off
  2. stirringthe residue was stirred with ether
  3. customThe crystals thus formed
  4. filtrationwere filtered off
  5. washwashed with ether
  6. customdried

Sources & evidence

ORD record
ord-8d27119a0dad470988c63151e00ebc55
Source dataset
uspto-grants-2000_07
Patent number
US06087380

Reaction notes

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