Isoindoline → HCID 136041822, compound

HRID 880188Notes

Reaction equation

HRID 880188 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][NH:2]1.[N:10]1([C:16]2[N:17]=[C:18]([CH2:23][C:24](OCC)=[O:25])[NH:19][C:20](=[O:22])[CH:21]=2)[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1.C[Al](C)C>C1(C)C=CC=CC=1.O1CCCC1>[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][N:2]1[C:24](=[O:25])[CH2:23][C:18]1[NH:19][C:20](=[O:22])[CH:21]=[C:16]([N:10]2[CH2:11][CH2:12][O:13][CH2:14][CH2:15]2)[N:17]=1

Participants

6

Reactant 3

HCID 422478IsoindolineHCID 16682925TrimethylaluminumHCID 135905419Ethyl 2-[4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetate

Product 1

HCID 136041822HCID 136041822, compoundYield 23.5%

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 8028TetrahydrofuranSolvent

Procedure

The product is prepared according to the procedure described in example 70, using 250 mg of isoindoline, 267 mg of ethyl [4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetate prepared in stage 1 of example 1 and 1.15 ml of a 2M solution of trimethylaluminium, in a mixture of 20 ml of toluene and 10 ml of tetrahydrofuran. 80 mg of 2-[2-(1,3-dihydro-2H-isoindol-2-yl)-2-oxoethyl]-6-(morpholin-4-yl)pyrimidin-4(3H)-one are thus obtained in the form of a white powder, the characteristics of which are the following:

Workup

  1. customThe product is prepared

Sources & evidence

ORD record
ord-0ca82d621d5e4f6e842e0aca7b56388d
Source dataset
uspto-grants-2015_03
Patent number
US08993565B2

Reaction notes

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