Pyrrole-2-carbonitrile → HCID 11575919, compound

HRID 1993772Notes

Reaction equation

HRID 1993772 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]3=[N:13][C:14]([CH3:24])=[CH:15][C:16]([O:17][CH:18]([CH2:21][O:22][CH3:23])[CH2:19][CH3:20])=[C:11]3[N:10]([CH3:25])[N:9]=2)=[C:4]([O:26][CH3:27])[CH:3]=1.[C:28]([C:30]1[NH:31][CH:32]=[CH:33][CH:34]=1)#[N:29]>[Cu]I>[CH3:27][O:26][C:4]1[CH:3]=[C:2]([N:31]2[CH:32]=[CH:33][CH:34]=[C:30]2[C:28]#[N:29])[CH:7]=[CH:6][C:5]=1[C:8]1[C:12]2=[N:13][C:14]([CH3:24])=[CH:15][C:16]([O:17][CH:18]([CH2:21][O:22][CH3:23])[CH2:19][CH3:20])=[C:11]2[N:10]([CH3:25])[N:9]=1

Participants

4

Reactant 2

HCID 138277Pyrrole-2-carbonitrileHCID 59134921HCID 59134921, compound

Product 1

HCID 11575919HCID 11575919, compound

Reagents, catalysts & solvents 1

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)Catalyst

Procedure

Copper(I) iodide catalyzed Buchwald reaction of compound 18a with 2-cyanopyrrole, following the procedure of Example 10, Step 10B, afforded 1-{3-Methoxy-4-[7-(1-methoxymethyl-propoxy)-1,5-dimethyl-1H-pyrazolo[4,3-b]pyridin-3-yl]-phenyl}-1H-pyrrole-2-carbonitrile (compound 18-1).

Sources & evidence

ORD record
ord-3ecaf51ecf8a4cf3a14a008a2e9394cd
Source dataset
uspto-grants-2010_01
Patent number
US07652035B2

Reaction notes

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