Ammonia → HCID 20828953, compound

HRID 496072Notes

Reaction equation

HRID 496072 reaction equation
[Na].[ClH:2].C([O:10][CH2:11][C@@H:12]1[CH2:14][C@H:13]1[N:15]([CH3:17])[CH3:16])C1C=CC=CC=1.N.Cl>C(O)C.CCOCC>[ClH:2].[CH3:16][N:15]([CH3:17])[C@@H:13]1[CH2:14][C@H:12]1[CH2:11][OH:10]

Participants

7

Reactant 4

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 5360545SodiumHCID 20828950HCID 20828950, compound

Product 1

HCID 20828953HCID 20828953, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Procedure

1.2 g of sodium are added, in portions, to a solution of 4 g of the compound of Example 5 in 200 ml of condensed liquid ammonia. After 3 hours, 100 ml of ether and then 5 ml of ethanol are added. Stirring is carried out for 16 hours and the mixture is then concentrated and taken up in dichloromethane. The organic phase is treated in conventional manner and then evaporated. Chromatography over silica gel (dichloromethane/methanol: 90/10) allows the expected product to be isolated, which is converted into its hydrochloride form.

Workup

  1. waitis carried out for 16 hours
  2. concentrationthe mixture is then concentrated
  3. additionThe organic phase is treated in conventional manner
  4. customevaporated
  5. customto be isolated

Sources & evidence

ORD record
ord-4ed27631e8584dbb87d093754546e408
Source dataset
uspto-grants-2005_09
Patent number
US06943184B2

Reaction notes

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