4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole → HCID 70865666, compound

HRID 1628265Notes

Reaction equation

HRID 1628265 reaction equation
Br[C:2]1[CH:3]=[C:4]([NH:8][C:9](=[O:26])[C@@H:10]([NH:18][C:19](=[O:25])[O:20][C:21]([CH3:24])([CH3:23])[CH3:22])[CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:5]=[CH:6][CH:7]=1.CC1(C)C(C)(C)OB([C:35]2[CH:36]=[N:37][NH:38][CH:39]=2)O1>>[NH:37]1[CH:36]=[C:35]([C:2]2[CH:3]=[C:4]([NH:8][C:9](=[O:26])[C@@H:10]([NH:18][C:19](=[O:25])[O:20][C:21]([CH3:24])([CH3:23])[CH3:22])[CH2:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH:5]=[CH:6][CH:7]=2)[CH:39]=[N:38]1

Participants

3

Reactant 2

HCID 27740104-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 31775263HCID 31775263, compound

Product 1

HCID 70865666HCID 70865666, compound

Procedure

The same procedure as in example 13.0 was employed for this example, replacing tert-butyl (S)-1-(3-(1H-pyrazol-4-yl)phenylamino)-1-oxo-3-phenylpropan-2-ylcarbamate 13.B with 1-((4-bromo-2-nitrophenoxy)methyl)benzene 33.B and replacing pyridin-4-ylboronic acid with 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole to give tert-butyl (S)-1-(3-(1H-pyrazol-4-yl)phenylamino)-1-oxo-3-phenylpropan-2-ylcarbamate 33.C.

Sources & evidence

ORD record
ord-5b7b72cccf1a45f2a834a3a1d5130d52
Source dataset
uspto-grants-2014_07
Patent number
US08785468B2

Reaction notes

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