HCID 70663278, compound → HCID 60165734, compound

HRID 878353Notes

Reaction equation

HRID 878353 reaction equation
F[C:2]1[CH:3]=[C:4]([CH:24]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:26]=1)[C:5]([N:7]([C:9]1[CH:10]=[N:11][CH:12]=[CH:13][C:14]=1[C:15]1[CH:20]=[CH:19][C:18]([F:21])=[CH:17][C:16]=1[O:22][CH3:23])[CH3:8])=[O:6].[CH2:31]1[C:34]2([CH2:37][N:36]([S:38](C3C=C(C=C(C(F)(F)F)C=3)C(O)=O)(=[O:40])=[O:39])[CH2:35]2)[CH2:33][O:32]1>>[F:21][C:18]1[CH:19]=[CH:20][C:15]([C:14]2[CH:13]=[CH:12][N:11]=[CH:10][C:9]=2[N:7]([CH3:8])[C:5](=[O:6])[C:4]2[CH:24]=[C:25]([C:27]([F:30])([F:28])[F:29])[CH:26]=[C:2]([S:38]([N:36]3[CH2:37][C:34]4([CH2:31][O:32][CH2:33]4)[CH2:35]3)(=[O:40])=[O:39])[CH:3]=2)=[C:16]([O:22][CH3:23])[CH:17]=1

Participants

3

Reactant 2

HCID 70663278HCID 70663278, compoundHCID 70663424HCID 70663424, compound

Product 1

HCID 60165734HCID 60165734, compound

Procedure

The title compound was prepared in analogy to example 90, from [4-(4-fluoro-2-methoxy-phenyl)-pyridin-3-yl]-methyl-amine (example 129, intermediate) and 3-(2-oxa-6-azaspiro[3.3]heptan-6-ylsulfonyl)-5-(trifluoromethyl)benzoic acid after a reaction time of 90 hours at room temperature. The compound was purified by silica gel chromatography on a 20 g column using an MPLC system (CombiFlash Companion, Isco Inc.) eluting with a gradient of n-heptane:EtOAc (100:0 to 0:100). Colorless solid (61%). MS (ESI): m/z=566.136 [M+H]+.

Workup

  1. customThe compound was purified by silica gel chromatography on a 20 g column
  2. washeluting with a gradient of n-heptane:EtOAc (100:0 to 0:100)

Sources & evidence

ORD record
ord-06240dd4bc814b9aa248286c697a9c90
Source dataset
uspto-grants-2015_03
Patent number
US08987307B2

Reaction notes

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