Hydrochloric Acid → HCID 90114173, compound

HRID 2275839Notes

Reaction equation

HRID 2275839 reaction equation
[NH2:1][CH:2]([CH2:15][O:16][CH:17]([CH3:19])[CH3:18])[CH2:3][NH:4]C(=O)OCC1C=CC=CC=1.C1CCCCC=1.[ClH:26]>C(O)C.[Pd].C(OCC)C>[ClH:26].[ClH:26].[CH:17]([O:16][CH2:15][CH:2]([NH2:1])[CH2:3][NH2:4])([CH3:19])[CH3:18]

Participants

7

Procedure

Under argon, 218 mg (0.71 mmol, 87% pure) rac-benzyl (2-amino-3-isopropoxypropyl)carbamate from Example 76A were initially charged in ethanol (5.0 ml), and 76 mg (0.07 mmol) of 10% palladium on activated carbon and 2.2 ml (21.36 mmol) of cyclohexene were added. The reaction mixture was stirred under reflux overnight. The mixture was then filtered through a Millipore® filter, the filter cake was washed with ethanol, 0.7 ml (1.42 mmol) of 2 M hydrogen chloride in diethyl ether were added to the filtrate and the mixture was concentrated and dried under high vacuum. This gave 190 mg (99% of theory, purity 76%) of the target compound.

Workup

  1. temperatureunder reflux overnight
  2. filtrationThe mixture was then filtered through a Millipore®
  3. filtrationfilter
  4. additionwere added to the filtrate
  5. concentrationthe mixture was concentrated
  6. customdried under high vacuum

Sources & evidence

ORD record
ord-2b249267ac4a4cc08e2f4832b4ca8770
Source dataset
uspto-grants-2015_09
Patent number
US09126998B2

Reaction notes

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