Hydrochloric Acid → HCID 117875143, compound

HRID 2283440Notes

Reaction equation

HRID 2283440 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][NH:10][C:11](=[O:33])[CH2:12][C@@H:13]([NH:15][CH2:16][C:17]1[CH:22]=[CH:21][C:20]([Cl:23])=[C:19]([C:24](=[O:31])[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:18]=1[F:32])[CH3:14])(C)(C)C.Cl>C(OCC)(=O)C>[NH2:7][CH2:8][CH2:9][NH:10][C:11](=[O:33])[CH2:12][C@@H:13]([NH:15][CH2:16][C:17]1[CH:22]=[CH:21][C:20]([Cl:23])=[C:19]([C:24](=[O:31])[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:18]=1[F:32])[CH3:14]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 89544769HCID 89544769, compound

Product 1

HCID 117875143HCID 117875143, compoundYield 76.6%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Step 4 A mixture of {2-[(S)-3-(3-benzoyl-4-chloro-2-fluoro-benzylamino)-butyrylamino]-ethyl}-carbamic acid tert-butyl ester (92 mg) and 2N hydrogen chloride in ethyl acetate (2 ml) was allowed to stand at room temperature for 60 minutes. The mixture was concentrated and re-concentrated from methanol (×2). Ethyl acetate was added to the residue and a solid produced by scratching. The material was obtained by filtration and was dried in a vacuum oven furnishing the desired compound as a white solid (56.1 mg).

Workup

  1. concentrationThe mixture was concentrated
  2. concentrationre-concentrated from methanol (×2)
  3. additionEthyl acetate was added to the residue
  4. customa solid produced
  5. customThe material was obtained by filtration
  6. customwas dried in a vacuum oven

Sources & evidence

ORD record
ord-4b046742f57a4cc08e80c720b04d9c49
Source dataset
uspto-grants-2015_09
Patent number
US09145354B2

Reaction notes

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