6-bromo-N-isopropylphthalazin-1-amine → N-(1-Ethyl-1H-pyrazol-5-yl)-3-(1-(isopropylamino)phthalazin-6-yl)-4-methylbenzamide

HRID 422546Notes

Reaction equation

HRID 422546 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([NH:12][CH:13]([CH3:15])[CH3:14])=[N:7][N:6]=[CH:5]2.[CH2:16]([N:18]1[C:22]([NH:23][C:24](=[O:41])[C:25]2[CH:30]=[CH:29][C:28]([CH3:31])=[C:27](B3OC(C)(C)C(C)(C)O3)[CH:26]=2)=[CH:21][CH:20]=[N:19]1)[CH3:17]>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH2:16]([N:18]1[C:22]([NH:23][C:24](=[O:41])[C:25]2[CH:30]=[CH:29][C:28]([CH3:31])=[C:27]([C:2]3[CH:3]=[C:4]4[C:9](=[CH:10][CH:11]=3)[C:8]([NH:12][CH:13]([CH3:15])[CH3:14])=[N:7][N:6]=[CH:5]4)[CH:26]=2)=[CH:21][CH:20]=[N:19]1)[CH3:17]

Participants

4

Reactant 2

HCID 597260196-bromo-N-isopropylphthalazin-1-amineHCID 59726035N-(1-ethyl-1H-pyrazol-5-yl)-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

Product 1

HCID 59726024N-(1-Ethyl-1H-pyrazol-5-yl)-3-(1-(isopropylamino)phthalazin-6-yl)-4-methylbenzamide

Reagents, catalysts & solvents 1

HCID 178418397HCID 178418397, compoundCatalyst

Procedure

This compound was prepared according to the procedure described in Example 2c using the following starting materials: 6-Bromo-N-isopropylphthalazin-1-amine, tetrakis(triphenylphosphine)palladium and N-(1-ethyl-1H-pyrazol-5-yl)-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide. MS (ESI, pos. ion) m/z: 415.2 (M+1).

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-e5b549fcd4ee495bacf87af6b897703a
Source dataset
uspto-grants-2012_01
Patent number
US08101612B2

Reaction notes

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