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)phenol

HRID 2040879Notes

Reaction equation

HRID 2040879 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[CH2:42][C:31]3([CH2:34][N:33](C(OC(C)(C)C)=O)[CH2:32]3)[O:30][N:29]=2)[CH:23]=[CH:24][CH:25]=1>>[CH2:32]1[C:31]2([CH2:42][C:28]([C:27]#[C:26][C:22]3[CH:21]=[C:20]([OH:19])[CH:25]=[CH:24][CH:23]=3)=[N:29][O:30]2)[CH2:34][NH:33]1

Participants

3

Reactant 2

HCID 574938083-(Phenylethynyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-eneHCID 66603439Tert-butyl 7-[(3-hydroxyphenyl)ethynyl]-5-oxa-2,6-diazaspiro[3,4]oct-6-ene-2-carboxylate

Product 1

HCID 574938513-(5-Oxa-2,6-diazaspiro[3.4]oct-6-en-7-ylethynyl)phenolYield 90.4%

Procedure

The title compound was synthesized following the method reported for the Compound 1c, substituting Compound 1b with Compound 80b. 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-5755788d8f87413ea0bc60d8a8253b44
Source dataset
uspto-grants-2013_11
Patent number
US08580962B2

Reaction notes

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