Hydrochloric Acid → HCID 66816097, compound

HRID 1754945Notes

Reaction equation

HRID 1754945 reaction equation
Cl.[CH:2]1([C:8]2[NH:12][C:11](=[O:13])[C:10]3([CH2:18][CH2:17][N:16]([S:19]([CH2:22][CH2:23][CH2:24][C:25]4[CH:26]=[C:27]([NH:31]C(=O)C)[CH:28]=[CH:29][CH:30]=4)(=[O:21])=[O:20])[CH2:15][CH2:14]3)[N:9]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1>CO>[NH2:31][C:27]1[CH:26]=[C:25]([CH2:24][CH2:23][CH2:22][S:19]([N:16]2[CH2:15][CH2:14][C:10]3([N:9]=[C:8]([CH:2]4[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]4)[NH:12][C:11]3=[O:13])[CH2:18][CH2:17]2)(=[O:21])=[O:20])[CH:30]=[CH:29][CH:28]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66818061HCID 66818061, compound

Product 1

HCID 66816097HCID 66816097, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
35 °C

Procedure

Conc. HCl (0.5 ml) was added to a solution of N-{3-[3-(2-cyclohexyl-4-oxo-1,3,8-triaza-spiro[4.5]dec-1-ene-8-sulfonyl)-propyl]-phenyl}-acetamide (5.0 mg, 0.0105 mmol) in MeOH (1 ml) at room temperature. The mixture was stirred at 30 to 40° C. for four hours. The reaction mixture was concentrated under reduced pressure, and the resulting residue was then purified by preparative TLC (CH2Cl2:MeOH=10:1) to give 8-[3-(3-amino-phenyl)-propane-1-sulfonyl]-2-cyclohexyl-1,3,8-triaza-spiro[4.5]dec-1-en-4-one (2.5 mg, yield 55%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe resulting residue was then purified by preparative TLC (CH2Cl2:MeOH=10:1)

Sources & evidence

ORD record
ord-4658bddc687a402e8def313ab46428ca
Source dataset
uspto-grants-2015_10
Patent number
US09169254B2

Reaction notes

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