(3-Acetamidophenyl)boronic acid → HCID 18668639, compound

HRID 1059172Notes

Reaction equation

HRID 1059172 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:13]2[N:14]=[CH:15][N:16]([C:18]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH:17]=2)([OH:12])[CH:9]([CH3:11])[CH3:10])=[CH:4][CH:3]=1.[C:37]([NH:40][C:41]1[CH:42]=[C:43](B(O)O)[CH:44]=[CH:45][CH:46]=1)(=[O:39])[CH3:38]>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>[OH:12][C:8]([C:5]1[CH:6]=[CH:7][C:2]([C:45]2[CH:44]=[CH:43][CH:42]=[C:41]([NH:40][C:37](=[O:39])[CH3:38])[CH:46]=2)=[CH:3][CH:4]=1)([C:13]1[N:14]=[CH:15][N:16]([C:18]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:17]=1)[CH:9]([CH3:11])[CH3:10]

Participants

4

Reactant 2

HCID 157274(3-Acetamidophenyl)boronic acidHCID 120433871-(4-bromophenyl)-(1-trityl-1H-imidazol-4-yl)-2-methyl-1-propanol

Product 1

HCID 18668639HCID 18668639, compoundYield 96.1%

Reagents, catalysts & solvents 1

HCID 178418397HCID 178418397, compoundCatalyst

Procedure

By the reaction in the same manner as in Example 4-(ii) using 1-(4-bromophenyl)-2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanol (1.04 g), 3-(acetylamino)phenylboronic acid (571 mg) and tetrakis(triphenylphosphine)palladium(0) (301 mg), the title compound (1.10 g) was obtained as a pale-yellow amorphous powder.

Workup

  1. customBy the reaction in the same manner as in Example

Sources & evidence

ORD record
ord-78c06acec4434a378a6617410343488d
Source dataset
uspto-grants-2003_02
Patent number
US06518257B1

Reaction notes

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