3-(Phenylethynyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-ene → 3-[(6-Methylpyridin-2-yl)ethynyl]-1-oxa-2,7-diazaspiro[4.4]non-2-ene

HRID 2040865Notes

Reaction equation

HRID 2040865 reaction equation
C1(C#CC2CC3(CCNCC3)ON=2)C=CC=CC=1.[CH3:19][C:20]1[N:25]=[C:24]([C:26]#[C:27][C:28]2[CH2:32][C:31]3([CH2:36][CH2:35][N:34](C(OC(C)(C)C)=O)[CH2:33]3)[O:30][N:29]=2)[CH:23]=[CH:22][CH:21]=1>C(Cl)(Cl)Cl>[CH3:19][C:20]1[N:25]=[C:24]([C:26]#[C:27][C:28]2[CH2:32][C:31]3([CH2:36][CH2:35][NH:34][CH2:33]3)[O:30][N:29]=2)[CH:23]=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 574938083-(Phenylethynyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-eneHCID 57493833tert-Butyl 3-[(6-methylpyridin-2-yl)ethynyl]-1-oxa-2,7-diazaspiro[4.4]non-2-ene-7-carboxylate

Product 1

HCID 574938343-[(6-Methylpyridin-2-yl)ethynyl]-1-oxa-2,7-diazaspiro[4.4]non-2-eneYield 94.5%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The title compound was synthesized following the method reported for the Compound 1c, substituting Compound 1b with Compound 35a and running the reaction in chloroform. The crude brownish oily residue was used without further purification in the next reaction step. Yield: 94.5%.

Workup

  1. customThe crude brownish oily residue was used without further purification in the next reaction step

Sources & evidence

ORD record
ord-2db1f32d642542758012f1937ce7446e
Source dataset
uspto-grants-2013_11
Patent number
US08580962B2

Reaction notes

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