Hydrochloric Acid → HCID 67228770, compound

HRID 2088664Notes

Reaction equation

HRID 2088664 reaction equation
C(OC([NH:8][C:9]1[N:14]=[C:13]([NH:15][CH:16]2[CH2:21][CH2:20][CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17]2)[CH:12]=[CH:11][C:10]=1[C:29](=[O:32])[CH2:30][CH3:31])=O)(C)(C)C.[ClH:33]>O1CCOCC1.C(OCC)C>[ClH:33].[NH2:8][C:9]1[C:10]([C:29](=[O:32])[CH2:30][CH3:31])=[CH:11][CH:12]=[C:13]([NH:15][CH:16]2[CH2:21][CH2:20][CH2:19][NH:18][CH2:17]2)[N:14]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 57911742tert-Butyl 3-({6-[(tert-butoxycarbonyl)amino]-5-propanoylpyridin-2-yl}amino)piperidine-1-carboxylate

Product 1

HCID 67228770HCID 67228770, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent

Procedure

380 mg (0.85 mmol) of tert-butyl 3-({6-[(tert-butoxycarbonyl)amino]-5-propanoylpyridin-2-yl}amino)piperidine-1-carboxylate (Example 26A) were dissolved in 10 ml of a solution of hydrochloric acid in dioxane (4 M), and the mixture was stirred at RT for 20 h. After the reaction had gone to completion, the reaction mixture was diluted with diethyl ether (100 ml), and the recipitate was filtered off and washed with diethyl ether (100 ml) and dried. This gave 170 mg (70% of theory) of the product as a solid.

Workup

  1. filtrationthe recipitate was filtered off
  2. washwashed with diethyl ether (100 ml)
  3. customdried

Sources & evidence

ORD record
ord-b65d0146f27b46f28bc42372a1a9291e
Source dataset
uspto-grants-2013_05
Patent number
US08436003B2

Reaction notes

Loading…