Hydrochloric Acid → HCID 66911325, compound

HRID 444832Notes

Reaction equation

HRID 444832 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 29A) were dissolved in 122 ml of a 4N solution of hydrogen chloride in dioxane and the mixture was stirred for 30 min. The reaction mixture was concentrated to half of its original volume and the same amount of diethyl ether was added. The reaction mixture was stirred for 20 min and the product was filtered off and washed with diethyl ether. This gave 5.43 g (89% of theory) of the product as a solid.

Workup

  1. concentrationThe reaction mixture was concentrated to half of its original volume
  2. additionthe same amount of diethyl ether was added
  3. stirringThe reaction mixture was stirred for 20 min
  4. filtrationthe product was filtered off
  5. washwashed with diethyl ether

Sources & evidence

ORD record
ord-38b54d60bda4403380f649d460c7b78e
Source dataset
uspto-grants-2013_07
Patent number
US08476267B2

Reaction notes

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