Hydrogen chloride-ethyl acetate → 4-[N-[1-[N-(furan-2-ylcarbonyl)amino]cyclohexanecarbonyl]amino]-3-piperidinol hydrochloride

HRID 1392411Notes

Reaction equation

HRID 1392411 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([NH:8][C:9]1([C:15]([NH:17][CH:18]2[CH2:23][CH2:22][N:21](C(OC(C)(C)C)=O)[CH2:20][CH:19]2[OH:31])=[O:16])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1)=[O:7].[ClH:32].C(OCC)(=O)C>C(OCC)C>[ClH:32].[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([NH:8][C:9]1([C:15]([NH:17][CH:18]2[CH2:23][CH2:22][NH:21][CH2:20][CH:19]2[OH:31])=[O:16])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1)=[O:7]

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 693103074-[N-[1-[N-(furan-2-ylcarbonyl)amino]cyclohexanecarbonyl]amino]-1-tert-butoxycarbonyl-3-piperidinol

Product 1

HCID 693129954-[N-[1-[N-(furan-2-ylcarbonyl)amino]cyclohexanecarbonyl]amino]-3-piperidinol hydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The solution of 4-{1-[N-(furan-2-ylcarbonyl)amino]cyclohexane carbonyl}amino-1-tert-butoxycarbonyl-3-piperidinol (30 g) obtained in Step 3 in 100 ml of 3N-hydrochloride/ethyl acetate was stirred for about 2 hours at room temperature. 100 ml of diethyl ether was added to the reaction mixture, and then the resulting white solid was filtered and dried to give 3.6 g of the titled compound.

Workup

  1. filtrationthe resulting white solid was filtered
  2. customdried

Sources & evidence

ORD record
ord-e7dc10ff0d1949d3b6719441892f4b7a
Source dataset
uspto-grants-2008_03
Patent number
US07342027B2

Reaction notes

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