Ethyl 5-bromovalerate → 5-(2,3-Diphenyl-7,8-dihydropyrido[3,2-b]pyrazin-5(6H)-yl)pentanoic acid

HRID 2276532Notes

Reaction equation

HRID 2276532 reaction equation
[C:1]1([C:7]2[N:12]=[C:11]3[CH2:13][CH2:14][CH2:15][NH:16][C:10]3=[N:9][C:8]=2[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:24][CH2:25][CH2:26][CH2:27][C:28]([O:30]CC)=[O:29]>>[C:1]1([C:7]2[N:12]=[C:11]3[CH2:13][CH2:14][CH2:15][N:16]([CH2:24][CH2:25][CH2:26][CH2:27][C:28]([OH:30])=[O:29])[C:10]3=[N:9][C:8]=2[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 84580Ethyl 5-bromovalerateHCID 666655612,3-Diphenyl-5,6,7,8-tetrahydropyrido[3,2-b]pyrazine

Product 1

HCID 666656105-(2,3-Diphenyl-7,8-dihydropyrido[3,2-b]pyrazin-5(6H)-yl)pentanoic acid

Procedure

This compound was prepared from 2,3-diphenyl-5,6,7,8-tetrahydropyrido[3,2-b]pyrazine (Example 4.1 step 1) and ethyl 5-bromovalerate analogously to 7-(6,7-diphenyl-3,4-dihydro-1,8-naphthyridin-1(2H)-yl)heptanoic acid (Example 1 step 1 and step 2. Step 1 was carried out using microwave radiation).

Sources & evidence

ORD record
ord-89961ea40c284b32aa483e5e12fe65fb
Source dataset
uspto-grants-2015_09
Patent number
US09132127B2

Reaction notes

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