Hydrochloric Acid → HCID 23382088, compound

HRID 1281182Notes

Reaction equation

HRID 1281182 reaction equation
[ClH:1].[CH2:2]([N:4]([C:7]1[CH:12]=[CH:11][C:10]([CH:13](N)[N:14](C(OC(C)(C)C)=O)[CH2:15][C@H:16]([OH:26])[C@@H:17]([NH2:25])[CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:9][CH:8]=1)[CH2:5][CH3:6])[CH3:3].C[N:36](C=O)C>O1CCOCC1>[ClH:1].[CH2:2]([N:4]([C:7]1[CH:12]=[CH:11][C:10]([CH2:13][N:14]([NH2:36])[CH2:15][C@H:16]([OH:26])[C@@H:17]([NH2:25])[CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:9][CH:8]=1)[CH2:5][CH3:6])[CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 70106148HCID 70106148, compound

Product 1

HCID 23382088HCID 23382088, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

850 ml of a 4M solution of hydrogen chloride in dioxane is added to a solution of 57 g (124.8 mmol) of 1-[p-(N,N-diethylamino)phenyl]-4(S)-hydroxy-2-(tert-butyloxycarbonyl)-amino-5(S)-amino-6-phenyl-2-azahexane (Example 2d) in 200 ml of DMF and the whole is stirred at RT for 4 h. After that, the mixture is concentrated and treated firstly with dioxane and then with toluene with subsequent evaporation taking place in each case. The residue is triturated twice with dioxane and decanted off. The oily title compound which is obtained in this way is subjected to further processing without any additional purification.

Workup

  1. concentrationAfter that, the mixture is concentrated
  2. additiontreated firstly with dioxane
  3. customwith toluene with subsequent evaporation
  4. customThe residue is triturated twice with dioxane
  5. customdecanted off

Sources & evidence

ORD record
ord-80738695afc248878b4f90c1e1fb3544
Source dataset
uspto-grants-2002_09
Patent number
US06451973B1

Reaction notes

Loading…