Hydrochloric Acid → HCID 66911325, compound

HRID 2171531Notes

Reaction equation

HRID 2171531 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][CH2:10][NH:11]C(=O)OC(C)(C)C)[CH:5]=[CH:4][C:3]=1[C:19]#[N:20].[ClH:21]>O1CCOCC1>[ClH:21].[ClH:21].[NH2:1][C:2]1[C:3]([C:19]#[N:20])=[CH:4][CH:5]=[C:6]([NH:8][CH2:9][CH2:10][NH2:11])[N:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57911763tert-Butyl{2-[(6-amino-5-cyanopyridin-2-yl)amino]ethyl}carbamate

Product 1

HCID 66911325HCID 66911325, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

6.76 g (24.38 mmol) of tert-butyl {2-[(6-amino-5-cyanopyridin-2-yl)amino]ethyl}carbamate (Example 110A) are dissolved in 122 ml of 4N hydrogen chloride in dioxane and stirred for 30 min. The reaction mixture is concentrated to one half, and an equal portion of diethyl ether is added. The reaction mixture is stirred for 20 min, and the product is filtered off and washed with diethyl ether. 5.43 g (89% of theory) of the product are obtained as a solid.

Workup

  1. concentrationThe reaction mixture is concentrated to one half
  2. additionan equal portion of diethyl ether is added
  3. stirringThe reaction mixture is stirred for 20 min
  4. filtrationthe product is filtered off
  5. washwashed with diethyl ether
  6. custom5.43 g (89% of theory) of the product are obtained as a solid

Sources & evidence

ORD record
ord-eca5cbf0c2d340718c4a7a2de9726773
Source dataset
uspto-grants-2015_06
Patent number
US09051323B2

Reaction notes

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