3-(Phenylethynyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-ene → 3-(5-Oxa-2,6-diazaspiro[3.4]oct-6-en-7-ylethynyl)benzonitrile

HRID 2040880Notes

Reaction equation

HRID 2040880 reaction equation
C1(C#CC2CC3(CCNCC3)ON=2)C=CC=CC=1.[C:19]([C:21]1[CH:22]=[C:23]([C:27]#[C:28][C:29]2[CH2:43][C:32]3([CH2:35][N:34](C(OC(C)(C)C)=O)[CH2:33]3)[O:31][N:30]=2)[CH:24]=[CH:25][CH:26]=1)#[N:20]>>[CH2:35]1[C:32]2([CH2:43][C:29]([C:28]#[C:27][C:23]3[CH:22]=[C:21]([CH:26]=[CH:25][CH:24]=3)[C:19]#[N:20])=[N:30][O:31]2)[CH2:33][NH:34]1

Participants

3

Reactant 2

HCID 574938083-(Phenylethynyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-eneHCID 57493852tert-Butyl 7-[(3-cyanophenyl)ethynyl]-5-oxa-2,6-diazaspiro[3.4]oct-6-ene-2-carboxylate

Product 1

HCID 574938533-(5-Oxa-2,6-diazaspiro[3.4]oct-6-en-7-ylethynyl)benzonitrileYield 90.4%

Procedure

The title compound was synthesized following the method reported for the Compound 1c, substituting Compound 1b with Compound 81a. The crude residue was used without further purification in the next reaction. Yield: 90.4%.

Workup

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

Sources & evidence

ORD record
ord-840080b284ac4c1a97e9c3aaf34e5ba8
Source dataset
uspto-grants-2013_11
Patent number
US08580962B2

Reaction notes

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