Hydrochloric Acid → HCID 131713354, compound

HRID 2295327Notes

Reaction equation

HRID 2295327 reaction equation
Cl.CC(C)(OC([NH:8][CH:9]([CH3:35])[C:10]([NH:12][C@@H:13]1[CH2:32][CH2:31][C@@:30]2([CH3:33])[C@@H:15]([CH2:16][CH2:17][C@@H:18]3[C@@H:29]2[CH2:28][CH2:27][C@@:26]2([CH3:34])[C@H:19]3[CH2:20][CH2:21][C@@H:22]2[C@@H:23]([OH:25])[CH3:24])[CH2:14]1)=[O:11])=O)C>C(O)C>[NH2:8][CH:9]([CH3:35])[C:10]([NH:12][C@@H:13]1[CH2:32][CH2:31][C@@:30]2([CH3:33])[C@@H:15]([CH2:16][CH2:17][C@@H:18]3[C@@H:29]2[CH2:28][CH2:27][C@@:26]2([CH3:34])[C@H:19]3[CH2:20][CH2:21][C@@H:22]2[C@@H:23]([OH:25])[CH3:24])[CH2:14]1)=[O:11]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 13079748HCID 13079748, compound

Product 1

HCID 131713354HCID 131713354, compoundYield 102.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In a variation, 40 ml of 3.5 N ethanolic hydrochloric acid were added under an inert atmosphere to a solution of 2.7 g of the product of Step A in 10 ml of ethanol and the mixture was stirred for 8 hours and was then evaporated to dryness. The residue was taken up in ethyl acetate and the solution was iced and vacuum filtered. The product was washed with ethyl acetate, was dried at 60° C. under reduced pressure and was crystallized from methanol to obtain 2.2 g of (2S) 2-amino-N-[(20S)-5α-pregnan-20-ol-3α-yl]-propanamide hydrochloride melting at ≃220° C.

Workup

  1. customwas then evaporated to dryness
  2. filtrationvacuum filtered
  3. washThe product was washed with ethyl acetate
  4. customwas dried at 60° C. under reduced pressure
  5. customwas crystallized from methanol

Sources & evidence

ORD record
ord-60e73f498fbb434699d1a22d73c9feab
Source dataset
uspto-grants-1984_01
Patent number
US04424218

Reaction notes

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