Water → HCID 71767215, compound

HRID 1771418Notes

Reaction equation

HRID 1771418 reaction equation
Br[C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][O:6][C:7]2([C:13]1[NH:14][CH2:15][CH2:16][N:17]=1)C.C(=O)([O-])[O-].[Na+].[Na+].[CH:24]1(B(O)O)[CH2:26][CH2:25]1.O>Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C(#N)C>[CH:24]1([C:2]2[CH:11]=[CH:10][CH:9]=[C:8]3[C:3]=2[CH2:4][CH2:5][O:6][CH:7]3[C:13]2[NH:14][CH2:15][CH2:16][N:17]=2)[CH2:26][CH2:25]1

Participants

7

Reactant 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 2760897Cyclopropylboronic acidHCID 89853002HCID 89853002, compound

Product 1

HCID 71767215HCID 71767215, compound

Reagents, catalysts & solvents 2

HCID 178418476HCID 178418476, compoundCatalystHCID 6342AcetonitrileSolvent

Conditions

Temperature
120 °C

Procedure

The mixture of 2-(5-bromo-1-methylisochroman-1-yl)-4,5-dihydro-1H-imidazole (Example 11, 0.15 g), sodium carbonate (0.27 g), bis(triphenylphosphine)palladium(II) chloride (0.02 g), cyclopropylboronic acid (0.09 g), water (1 ml), and acetonitrile (2 ml) was heated in a microwave oven at 120° C. for 15 min. The title compound was purified with separation methods A and G. (Yield 8 mg).

Workup

  1. customThe title compound was purified with separation methods A and G

Sources & evidence

ORD record
ord-26b3477c61054e22a5c7a772cf02ae5d
Source dataset
uspto-grants-2016_02
Patent number
US09249127B2

Reaction notes

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