Hydrochloric Acid → HCID 67148790, compound

HRID 2428160Notes

Reaction equation

HRID 2428160 reaction equation
Cl.[CH3:2][O:3][C:4](=[O:27])[NH:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[C:10]([CH2:15][N:16](C(OC(C)(C)C)=O)[CH:17]2[CH2:19][CH2:18]2)[CH:9]=1>C(Cl)Cl>[CH3:2][O:3][C:4](=[O:27])[NH:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[C:10]([CH2:15][NH:16][CH:17]2[CH2:19][CH2:18]2)[CH:9]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67148244HCID 67148244, compound

Product 1

HCID 67148790HCID 67148790, compoundYield 99.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

HCl (4M in dioxane, 17 mL) was added to a sol. of (2-{3-[(tert-butoxycarbonyl-cyclopropyl-amino)-methyl]-4-chloro-phenyl}-ethyl)-carbamic acid methyl ester (1.73 g, 4.52 mmol) in CH2Cl2 (17 mL) at 0° C. The mixture was stirred at 0° C. for 2.5 h, and was washed with aq. 1M NaOH. The aq. layer was extracted back with CH2Cl2. The combined org. extracts were washed with brine, dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Drying the residue under high vacuum yielded the crude title compound (1.27 g, 99%) that was used further without purification. LC-MS: tR=0.64 min; ES+: 283.41.

Workup

  1. washwas washed with aq. 1M NaOH
  2. extractionThe aq. layer was extracted back with CH2Cl2
  3. washextracts were washed with brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customthe solvents were removed under reduced pressure
  7. customDrying the residue under high vacuum

Sources & evidence

ORD record
ord-447c09f1c72b4207bc0a908c6f82a69a
Source dataset
uspto-grants-2011_06
Patent number
US07968720B2

Reaction notes

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