Triphenylphosphine → HCID 10179379, compound

HRID 1297085Notes

Reaction equation

HRID 1297085 reaction equation
I[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:14]3[CH:15]=[C:16]([O:21][CH3:22])[C:17]([O:19][CH3:20])=[CH:18][C:13]=3[CH2:12][C:11](=[O:23])[N:10]([CH3:24])[N:9]=2)=[CH:4][CH:3]=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[CH:44]#[C:45][CH2:46][CH2:47][CH2:48][CH2:49][CH3:50]>CC#N.[Cu]I.Cl[Pd]Cl>[C:44]([C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:14]3[CH:15]=[C:16]([O:21][CH3:22])[C:17]([O:19][CH3:20])=[CH:18][C:13]=3[CH2:12][C:11](=[O:23])[N:10]([CH3:24])[N:9]=2)=[CH:4][CH:3]=1)#[C:45][CH2:46][CH2:47][CH2:48][CH2:49][CH3:50]

Participants

7

Reactant 3

HCID 11776TriphenylphosphineHCID 123501-HeptyneHCID 10160160HCID 10160160, compound

Product 1

HCID 10179379HCID 10179379, compound

Reagents, catalysts & solvents 3

HCID 24290Palladium ChlorideCatalystHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)CatalystHCID 6342AcetonitrileSolvent

Procedure

Stir for 3 hours at room temperature under an inert atmosphere a mixture of 1-(4-iodophenyl)-7,8-dimethoxy-3-methyl-3,5-dihydro-4H-2,3-benzodiazepin-4-one IIIah, 12 mg of CuI, 7 mg of PdCl2, 23 mg of PPh3, 2 ml of TEA, 4 ml of heptyne, in 12 ml of CH3CN. Evaporate to dryness and purify by silica chromatography (AcOEt 1/hexane 1).

Workup

  1. customEvaporate to dryness
  2. custompurify by silica chromatography (AcOEt 1/hexane 1)

Sources & evidence

ORD record
ord-0d4379f551d94a408424593a6dfffada
Source dataset
uspto-grants-2007_07
Patent number
US07250410B2

Reaction notes

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