HCID 67157985, compound → HCID 67157391, compound

HRID 549360Notes

Reaction equation

HRID 549360 reaction equation
Br[C:2]1[O:6][C:5]([CH2:7][CH:8]2[CH2:13][CH2:12][CH2:11][CH2:10][N:9]2[C:14]([C:16]2[N:17]=[C:18]([CH3:28])[S:19][C:20]=2[C:21]2[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=2)=[O:15])=[N:4][C:3]=1[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1.[Cu][C:36]#[N:37]>>[F:27][C:24]1[CH:25]=[CH:26][C:21]([C:20]2[S:19][C:18]([CH3:28])=[N:17][C:16]=2[C:14]([N:9]2[CH2:10][CH2:11][CH2:12][CH2:13][CH:8]2[CH2:7][C:5]2[O:6][C:2]([C:36]#[N:37])=[C:3]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[N:4]=2)=[O:15])=[CH:22][CH:23]=1

Participants

3

Reactant 2

HCID 67157985HCID 67157985, compoundHCID 178418546HCID 178418546, compound

Product 1

HCID 67157391HCID 67157391, compoundYield 13.5%

Procedure

The title compound (50 mg) was prepared by treating the compound of example 167 (0.410 g) with copper(I)cyanide (0.103 g) according to the method of example 96. Following column chromatography, further purification by HPLC was required (Supercosil ABZ+, 5-95% acetonitrile containing 0.1% trifluoroacetic acid-water containing 0.1% trifluoroacetic acid).

Workup

  1. customcolumn chromatography, further purification by HPLC

Sources & evidence

ORD record
ord-74f8db72b8c1414b904e71ad4848f642
Source dataset
uspto-grants-2011_05
Patent number
US07943645B2

Reaction notes

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