Cyclohexylamine → HCID 178451556, compound

HRID 1947264Notes

Reaction equation

HRID 1947264 reaction equation
[NH:1]=[C:2]1[C:6]2([CH2:11][CH2:10][N:9]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:8][CH2:7]2)[N:5]([C:19]2[CH:24]=[CH:23][C:22]([I:25])=[CH:21][CH:20]=2)[C:4](=[O:26])[NH:3]1.[CH:27]1(N)[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1>CC(N(C)C)=O>[CH:27]1([NH:1][C:2]2[C:6]3([CH2:7][CH2:8][N:9]([C:12]([O:14][C:15]([CH3:18])([CH3:16])[CH3:17])=[O:13])[CH2:10][CH2:11]3)[N:5]([C:19]3[CH:20]=[CH:21][C:22]([I:25])=[CH:23][CH:24]=3)[C:4](=[O:26])[N:3]=2)[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1

Participants

4

Reactant 2

HCID 7965CyclohexylamineHCID 149433996HCID 149433996, compound

Product 1

HCID 178451556HCID 178451556, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

A solution of tert-butyl 4-imino-1-(4-iodophenyl)-2-oxo-1,3,8-triazaspiro[4.5]decane-8-carboxylate (10 g, 21.3 mmol) in cyclohexylamine (97 mL, 852 mmol) and DMA (100 mL) was stirred at 140° C. for 3 days, sealed, under argon. The reaction mixture was cooled to rt, poured onto ice/water (1000 mL), filtered to afford the desired product as a white solid, after washing with water and drying. LRMS (M+1)=553.

Workup

  1. customsealed, under argon
  2. additionpoured onto ice/water (1000 mL)
  3. filtrationfiltered

Sources & evidence

ORD record
ord-29600f5bdbdd455680c3b14c22c44550
Source dataset
uspto-grants-2013_03
Patent number
US08399473B2

Reaction notes

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