Sodium Carbonate → HCID 57183697, compound

HRID 1856701Notes

Reaction equation

HRID 1856701 reaction equation
I[C:2]1[C:3]([N:8]([CH3:10])[CH3:9])=[N:4][CH:5]=[CH:6][CH:7]=1.C(=O)([O-])[O-].[Na+].[Na+].[OH:17][C@H:18]([CH2:31][CH2:32][C:33]1[CH:34]=[N:35][CH:36]=[CH:37][CH:38]=1)[C@H:19]([CH3:30])[O:20][C:21]1[CH:26]=[CH:25][C:24](B(O)O)=[CH:23][CH:22]=1>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.C(O)C>[CH3:9][N:8]([CH3:10])[C:3]1[C:2]([C:24]2[CH:25]=[CH:26][C:21]([O:20][C@@H:19]([CH3:30])[C@H:18]([OH:17])[CH2:31][CH2:32][C:33]3[CH:34]=[N:35][CH:36]=[CH:37][CH:38]=3)=[CH:22][CH:23]=2)=[CH:7][CH:6]=[CH:5][N:4]=1

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 221324113-Iodo-N,N-dimethyl-2-pyridinamineHCID 54413593(1S,2R)-4-(2-hydroxy-1-methyl-4-pyridin-3-ylbutoxy)benzeneboronic acid

Product 1

HCID 57183697HCID 57183697, compound

Reagents, catalysts & solvents 2

HCID 178418397HCID 178418397, compoundCatalystHCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

Prepared according to the method described in Example 21b) from 3-iodo-2-dimethylaminopyridine (Example 23a), 0.253 g), ethanol (3 ml), 2M aqueous sodium carbonate (0.5 ml), (1S,2R)-4-(2-hydroxy-1-methyl-4-pyridin-3-ylbutoxy)benzeneboronic acid (Example 21a), 0.200 g), and tetrakis(triphenylphosphine)palladium(0) (0.02 g) with heating at 90° C. for 3 hours.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-bf288847ef2540d9b24f4ff0c164ab96
Source dataset
uspto-grants-2000_11
Patent number
US06143751

Reaction notes

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