1-Isobutyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole → HCID 59199245, compound

HRID 2079643Notes

Reaction equation

HRID 2079643 reaction equation
Br[C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[N:7][C:8]([NH:12][C:13]3[CH:18]=[CH:17][C:16]([S:19]([NH:22][CH2:23][CH2:24][CH2:25][N:26]4[CH2:30][CH2:29][CH2:28][CH2:27]4)(=[O:21])=[O:20])=[CH:15][CH:14]=3)=[N:9]2)=[CH:4][CH:3]=1.[CH2:31]([N:35]1[CH:39]=[C:38](B2OC(C)(C)C(C)(C)O2)[CH:37]=[N:36]1)[CH:32]([CH3:34])[CH3:33].C(=O)([O-])[O-].[K+].[K+].O>COCCOC>[CH2:31]([N:35]1[CH:39]=[C:38]([C:2]2[CH:11]=[C:10]3[C:5]([CH:6]=[N:7][C:8]([NH:12][C:13]4[CH:18]=[CH:17][C:16]([S:19]([NH:22][CH2:23][CH2:24][CH2:25][N:26]5[CH2:30][CH2:29][CH2:28][CH2:27]5)(=[O:20])=[O:21])=[CH:15][CH:14]=4)=[N:9]3)=[CH:4][CH:3]=2)[CH:37]=[N:36]1)[CH:32]([CH3:34])[CH3:33]

Participants

5

Reactant 3

HCID 27593921-Isobutyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 21835276Potassium carbonate hydrateHCID 67101658HCID 67101658, compound

Product 1

HCID 59199245HCID 59199245, compound

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

Pd(dppf)2Cl2CH2Cl2 (0.05 eq) was added to a 0.05M mixture of 4-(7-bromoquinazolin-2-ylamino)-N-(3-(pyrrolidin-1-yl)propyl)benzenesulfonamide (eq), 1-isobutyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (3 eq), 2.0M potassium carbonate/water (2 eq) in DME. The mixture was microwaved at 120° C. for 10 min

Workup

  1. customThe mixture was microwaved at 120° C. for 10 min

Sources & evidence

ORD record
ord-2807c6050f9845cbb1810eaa26b07939
Source dataset
uspto-grants-2011_04
Patent number
US07932262B2

Reaction notes

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