Sodium Carbonate → HCID 68939746, compound

HRID 2218777Notes

Reaction equation

HRID 2218777 reaction equation
Br[C:2](=[C:6]1[C:12]2[CH:13]=[CH:14][C:15]([Cl:17])=[CH:16][C:11]=2[CH2:10][CH2:9][C:8]2[CH:18]=[CH:19][CH:20]=[CH:21][C:7]1=2)[CH2:3][O:4][CH3:5].CC1(C)C(C)(C)OB([C:30]2[CH:31]=[C:32]([NH:36][S:37]([CH3:40])(=[O:39])=[O:38])[CH:33]=[CH:34][CH:35]=2)O1.C([O-])([O-])=O.[Na+].[Na+]>>[Cl:17][C:15]1[CH:14]=[CH:13][C:12]2[C:6](=[C:2]([C:30]3[CH:31]=[C:32]([NH:36][S:37]([CH3:40])(=[O:38])=[O:39])[CH:33]=[CH:34][CH:35]=3)[CH2:3][O:4][CH3:5])[C:7]3[CH:21]=[CH:20][CH:19]=[CH:18][C:8]=3[CH2:9][CH2:10][C:11]=2[CH:16]=1

Participants

4

Reactant 3

HCID 10340Sodium CarbonateHCID 162177153-(Methanesulfonylamino)phenylboronic acid pinacol esterHCID 68934002HCID 68934002, compound

Product 1

HCID 68939746HCID 68939746, compoundYield 62%

Procedure

Following procedures essentially as described in Example 219, mix 5-(1-bromo-2-methoxy-ethylidene)-2-chloro-10,11-dihydro-5H-dibenzo[a,d]cycloheptene (1 equivalent), N-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanesulfonamide (1.25 equivalents), 2N Na2CO3 (2 equivalents) and tetrakistriphenylphosphine palladium (0.65 equivalents)in a suitable solvent. Purify the product by silica gel chromatography to obtain a 62% yield of the title compound.

Workup

  1. customPurify the product by silica gel chromatography

Sources & evidence

ORD record
ord-0eb9d63aa4644eb1a393db0134c5493a
Source dataset
uspto-grants-2008_08
Patent number
US07411072B2

Reaction notes

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