Sodium Carbonate → HCID 18668649, compound

HRID 1059223Notes

Reaction equation

HRID 1059223 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([F:10])=[C:6]([CH:9]=1)[C:7]#[N:8].[OH:11][C:12]([C:40]1[CH:45]=[CH:44][C:43](B(O)O)=[CH:42][CH:41]=1)([C:16]1[N:17]=[CH:18][N:19]([C:21]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:20]=1)[CH:13]([CH3:15])[CH3:14].C(=O)([O-])[O-:50].[Na+].[Na+]>>[F:10][C:5]1[CH:4]=[CH:3][C:2]([C:43]2[CH:44]=[CH:45][C:40]([C:12]([OH:11])([C:16]3[N:17]=[CH:18][N:19]([C:21]([C:22]4[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=4)([C:34]4[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=4)[C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)[CH:20]=3)[CH:13]([CH3:14])[CH3:15])=[CH:41][CH:42]=2)=[CH:9][C:6]=1[C:7]([NH2:8])=[O:50]

Participants

4

Reactant 3

HCID 10340Sodium CarbonateHCID 27249005-Bromo-2-fluorobenzonitrileHCID 186685784-[1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl]phenylboronic acid

Product 1

HCID 18668649HCID 18668649, compound

Procedure

By the reaction in the same manner as in Example 33-(ii) using 5-bromo-2-fluorobenzonitrile (1.04 g), a crude product (3.40 g) of 4-[1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl]phenylboronic acid, 2M aqueous sodium carbonate solution (5.20 ml) and tetrakis (triphenylphosphine)palladium(0) (211 mg), the title compound (1.25 g) was obtained as colorless needle crystals.

Sources & evidence

ORD record
ord-cfadfe2d0f9b4ccb9287eb9725111a38
Source dataset
uspto-grants-2003_02
Patent number
US06518257B1

Reaction notes

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