3-(Phenylethynyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-ene → 3-(1-Oxa-2,7-diazaspiro[4.4]non-2-en-3-ylethynyl)phenol

HRID 2040869Notes

Reaction equation

HRID 2040869 reaction equation
C1(C#CC2CC3(CCNCC3)ON=2)C=CC=CC=1.[OH:19][C:20]1[CH:21]=[C:22]([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:24][CH:25]=1>C(Cl)(Cl)Cl>[O:30]1[C:31]2([CH2:36][CH2:35][NH:34][CH2:33]2)[CH2:32][C:28]([C:27]#[C:26][C:22]2[CH:21]=[C:20]([OH:19])[CH:25]=[CH:24][CH:23]=2)=[N:29]1

Participants

4

Reactant 2

HCID 574938083-(Phenylethynyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-eneHCID 57493841tert-Butyl 3-[(3-hydroxyphenyl)ethynyl]-1-oxa-2,7-diazaspiro[4.4]non-2-ene-7-carboxylate

Product 1

HCID 574938423-(1-Oxa-2,7-diazaspiro[4.4]non-2-en-3-ylethynyl)phenolYield 84.8%

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 39a and running the reaction in chloroform. The crude brownish oily residue was used without further purification in the next reaction step. Yield: 84.8%.

Workup

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

Sources & evidence

ORD record
ord-1499d49a33e4479195674da6c1a2678c
Source dataset
uspto-grants-2013_11
Patent number
US08580962B2

Reaction notes

Loading…