Hydrochloric Acid → N-(2-Aminoethyl)-2-[[3-[4-(5-chloro-2-methoxyphenyl)-piperazin-1-yl]propyl]amino]pyrazine-5-carboxamide

HRID 37195Notes

Reaction equation

HRID 37195 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:37][CH3:38])=[C:6]([N:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][NH:17][C:18]3[CH:23]=[N:22][C:21]([C:24]([NH:26][CH2:27][CH2:28][NH:29]C(=O)OC(C)(C)C)=[O:25])=[CH:20][N:19]=3)[CH2:10][CH2:9]2)[CH:7]=1.Cl.[OH-].[Na+]>O>[NH2:29][CH2:28][CH2:27][NH:26][C:24]([C:21]1[N:22]=[CH:23][C:18]([NH:17][CH2:16][CH2:15][CH2:14][N:11]2[CH2:12][CH2:13][N:8]([C:6]3[CH:7]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=3[O:37][CH3:38])[CH2:9][CH2:10]2)=[N:19][CH:20]=1)=[O:25]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 19934801HCID 19934801, compound

Product 1

HCID 19934802N-(2-Aminoethyl)-2-[[3-[4-(5-chloro-2-methoxyphenyl)-piperazin-1-yl]propyl]amino]pyrazine-5-carboxamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

2 g (0.00365 mol) of 1,1-dimethylethyl 2-[[[2-[[3-[4-(5-chloro-2-methoxyphenyl)piperazin-1-yl]propyl]amino]pyrazin-5-yl]carbonyl]amino]ethylcarbamate are introduced into 10 ml of water in a 0.25 l round-bottomed flask and then 10 ml of concentrated hydrochloric acid are introduced dropwise. The mixture is cooled to 0° C. with an ice/salt/water mixture and 30% sodium hydroxide solution is added portionwise until the pH is basic. Extraction is carried out with dichloromethane, the organic phase is dried over sodium sulphate, filtered and the solvents are evaporated under reduced pressure and 1.32 g (0.00295 mol) of amorphous solid are obtained.

Workup

  1. additionis added portionwise until the pH
  2. extractionExtraction
  3. dry with materialthe organic phase is dried over sodium sulphate
  4. filtrationfiltered
  5. customare obtained

Sources & evidence

ORD record
ord-079a58c975544c10ace8e00e473130d2
Source dataset
uspto-grants-1995_05
Patent number
US05420130

Reaction notes

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