1-(1,4-Dioxa-spiro[4.5]dec-8-yl)-1-(4-methyl-cyclohexyl)-3-(5-methyl-thiazol-2-yl)-urea → 1-(4-Methyl-cyclohexyl)-3-(5-methyl-thiazol-2-yl)-1-(4-oxo-cyclohexyl)-urea

HRID 731403Notes

Reaction equation

HRID 731403 reaction equation
O1[C:5]2([CH2:10][CH2:9][CH:8]([N:11]([CH:21]3[CH2:26][CH2:25][CH:24]([CH3:27])[CH2:23][CH2:22]3)[C:12]([NH:14][C:15]3[S:16][C:17]([CH3:20])=[CH:18][N:19]=3)=[O:13])[CH2:7][CH2:6]2)[O:4]CC1>C(O)(=O)C>[CH3:27][CH:24]1[CH2:23][CH2:22][CH:21]([N:11]([CH:8]2[CH2:9][CH2:10][C:5](=[O:4])[CH2:6][CH2:7]2)[C:12]([NH:14][C:15]2[S:16][C:17]([CH3:20])=[CH:18][N:19]=2)=[O:13])[CH2:26][CH2:25]1

Participants

3

Reactant 1

HCID 578839251-(1,4-Dioxa-spiro[4.5]dec-8-yl)-1-(4-methyl-cyclohexyl)-3-(5-methyl-thiazol-2-yl)-urea

Product 1

HCID 576883351-(4-Methyl-cyclohexyl)-3-(5-methyl-thiazol-2-yl)-1-(4-oxo-cyclohexyl)-urea

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 1-(1,4-dioxa-spiro[4.5]dec-8-yl)-1-(4-methyl-cyclohexyl)-3-(5-methyl-thiazol-2-yl)-urea (100 mg, 0.25 mmol) in 80% aqueous acetic acid (1.15 mL) was heated at 60° C. for 3½ h. The reaction mixture was evaporated to dryness in vacuo to give a golden oil. The crude product was purified by HPLC to give the title compound.

Workup

  1. customThe reaction mixture was evaporated to dryness in vacuo
  2. customto give a golden oil
  3. customThe crude product was purified by HPLC

Sources & evidence

ORD record
ord-e92a2a7d102e4abb94746417f0dc1ac0
Source dataset
uspto-grants-2009_09
Patent number
US07582769B2

Reaction notes

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