1,2,3,4-Tetrahydroisoquinoline → HCID 136041814, compound

HRID 880174Notes

Reaction equation

HRID 880174 reaction equation
[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][NH:2]1.[N:11]1([C:17]2[N:18]=[C:19]([CH2:24][C:25](OCC)=[O:26])[NH:20][C:21](=[O:23])[CH:22]=2)[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1.C[Al](C)C>O1CCCC1>[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][N:2]1[C:25](=[O:26])[CH2:24][C:19]1[NH:20][C:21](=[O:23])[CH:22]=[C:17]([N:11]2[CH2:12][CH2:13][O:14][CH2:15][CH2:16]2)[N:18]=1

Participants

5

Reactant 3

HCID 70461,2,3,4-TetrahydroisoquinolineHCID 16682925TrimethylaluminumHCID 135905419Ethyl 2-[4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetate

Product 1

HCID 136041814HCID 136041814, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The product is prepared according to the procedure described in example 70, using 304 μl of 1,2,3,4-tetrahydroisoquinoline, 300 mg of ethyl [4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetate prepared in stage 1 of example 1 and 1.3 ml of a 2M solution of trimethylaluminium, in a mixture of 21 ml of touene and 10 ml of tetrahydrofuran. 130 mg of 2-[2-(3,4-dihydroisoquinolin-2(1H)-yl)-2-oxoethyl]-6-(morpholin-4-yl)pyrimidin-4(3H)-one are thus obtained in the form of a whitish foam, the characteristics of which are the following:

Workup

  1. customThe product is prepared

Sources & evidence

ORD record
ord-fb8d15c12f1c4079bd68608f36a7779f
Source dataset
uspto-grants-2015_03
Patent number
US08993565B2

Reaction notes

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