HCID 15197825, compound → HCID 66958573, compound

HRID 1984434Notes

Reaction equation

HRID 1984434 reaction equation
[CH2:1]([N:3]1[C:15]([CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[C:14]2[C:5]([C:6](N)=[N:7]C3C=CC=CC=32)=[N:4]1)[CH3:2].[CH3:25][C:26]([CH3:42])([CH3:41])[C:27]([NH:29][C:30]1[CH:35]=[C:34]([O:36][CH3:37])[CH:33]=[CH:32][C:31]=1B(O)O)=[O:28]>>[C:6]([C:5]1[C:14]([C:31]2[CH:32]=[CH:33][C:34]([O:36][CH3:37])=[CH:35][C:30]=2[NH:29][C:27](=[O:28])[C:26]([CH3:42])([CH3:41])[CH3:25])=[C:15]([CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:3]([CH2:1][CH3:2])[N:4]=1)#[N:7]

Participants

3

Reactant 2

HCID 15197825HCID 15197825, compoundHCID 66958833HCID 66958833, compound

Product 1

HCID 66958573HCID 66958573, compound

Procedure

Using a modification on the method described in Part B of Example 573, 4-bromo-1-ethyl-5-(2-phenylethyl)-1H-pyrazole-3-carbonitrile (prepared as described in Part E of Example 41, 10.3 g, 33.9 mmol) was coupled with 2-[(2,2-dimethylpropanoyl)amino]-4-methoxyphenylboronic acid (prepared as described in Part A of Example 573, 15.3 g, 60.9 mmol). The reaction was worked up and purified as described in Part B of Example 573 to yield 1.7 g of N-{2-[3-cyano-1-ethyl-5-(2-phenylethyl)-1H-pyrazol4-yl]-5-methoxyphenyl}-2,2-dimethylpropanamide as a colorless liquid, MS (ESI) m/z 431.17 (M+H)+.

Workup

  1. customprepared
  2. custompurified

Sources & evidence

ORD record
ord-7da694cb40484df8ab4a8b5b4b8d2f68
Source dataset
uspto-grants-2009_06
Patent number
US07544697B2

Reaction notes

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