Trimethylsilylacetylene → HCID 68421800, compound

HRID 2067219Notes

Reaction equation

HRID 2067219 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:10]=2[F:16])[CH:5]=[CH:4][C:3]=1[C:17]([C:19]1[CH:24]=[C:23]([C:25]#[C:26][Si:27]([CH3:30])([CH3:29])[CH3:28])[CH:22]=[CH:21][C:20]=1C)=[O:18].BrC1C=CC(OC)=C([C:39](C2C=CC(NC3C=CC(F)=CC=3F)=CC=2Cl)=[O:40])C=1.C([Si](C)(C)C)#C>>[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:10]=2[F:16])[CH:5]=[CH:4][C:3]=1[C:17]([C:19]1[CH:24]=[C:23]([C:25]#[C:26][Si:27]([CH3:30])([CH3:29])[CH3:28])[CH:22]=[CH:21][C:20]=1[O:40][CH3:39])=[O:18]

Participants

4

Reactant 3

HCID 66111TrimethylsilylacetyleneHCID 67314552HCID 67314552, compoundHCID 68417297(5-Bromo-2-methoxy-phenyl)-[2-chloro-4-(2,4-difluoro-phenylamino)-phenyl]-methanone

Product 1

HCID 68421800HCID 68421800, compound

Procedure

The reaction was carried out similarly as described in the preparation of compound 406, using compound 425 (0.99 mmol) and ethynyltrimethylsilane (0.99 mmol). The crude product was purified by continuous gradient flash chromatography using EtOAc/petroleum ether (40-60) 0:100 to 10:90 as the eluent to afford the title compound as light orange syrup.

Workup

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

Sources & evidence

ORD record
ord-2983d175c9a740c6ab988f3f97eda0f4
Source dataset
uspto-grants-2012_10
Patent number
US08293772B2

Reaction notes

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