3-Butyn-1-OL → HCID 11517969, compound

HRID 2067212Notes

Reaction equation

HRID 2067212 reaction equation
[N:1]([C:4]1[CH:5]=[CH:6][C:7]([CH3:27])=[C:8]([C:10]([C:12]2[CH:17]=[CH:16][C:15]([NH:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[CH3:25])=[CH:14][C:13]=2[Cl:26])=[O:11])[CH:9]=1)=[N+:2]=[N-:3].[CH2:28]([OH:32])[CH2:29][C:30]#[CH:31]>>[Cl:26][C:13]1[CH:14]=[C:15]([NH:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[CH3:25])[CH:16]=[CH:17][C:12]=1[C:10]([C:8]1[CH:9]=[C:4]([N:1]2[CH:31]=[C:30]([CH2:29][CH2:28][OH:32])[N:3]=[N:2]2)[CH:5]=[CH:6][C:7]=1[CH3:27])=[O:11]

Participants

3

Reactant 2

HCID 135663-Butyn-1-OLHCID 86605523HCID 86605523, compound

Product 1

HCID 11517969HCID 11517969, compound

Procedure

The reaction was carried out similarly as described in the preparation of compound 116, using compound 419 (0.40 mmol) and but-3-yn-1-ol (0.40 mmol). The crude product was purified by continuous gradient flash chromatography using EtOAc/petroleum ether (40-60) 20:80 to 0:100 as the eluent to afford the title compound as light yellow foam.

Workup

  1. customThe crude product was purified by continuous gradient flash chromatography

Sources & evidence

ORD record
ord-729cf011bcae46ffb57a2577ceef2071
Source dataset
uspto-grants-2012_10
Patent number
US08293772B2

Reaction notes

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