HCID 117678359, compound → HCID 114738509, compound

HRID 931364Notes

Reaction equation

HRID 931364 reaction equation
Cl[C:2]1[C:3]2[CH2:14][N:13](C(OCC3C=CC=CC=3)=O)[CH2:12][CH2:11][C:4]=2[N:5]=[C:6]([CH:8]2[CH2:10][CH2:9]2)[N:7]=1.[CH2:25]([Mg]Br)[CH3:26]>>[CH:8]1([C:6]2[N:7]=[C:2]([CH2:25][CH3:26])[C:3]3[CH2:14][NH:13][CH2:12][CH2:11][C:4]=3[N:5]=2)[CH2:9][CH2:10]1

Participants

3

Reactant 2

HCID 117678359HCID 117678359, compoundHCID 178418443HCID 178418443, compound

Product 1

HCID 114738509HCID 114738509, compound

Procedure

Benzyl 4-chloro-2-cyclopropyl-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate, which was made using the general route described in footnote 14, was reacted with ethylmagnesium bromide under [1,2-bis(diphenylphosphino)ethane]dichloronickel(II) catalysis. Upon deprotection, the requisite 2-cyclopropyl-4-ethyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine was isolated.

Sources & evidence

ORD record
ord-f71a63284ced435e9a40c015e272f2ad
Source dataset
uspto-grants-2016_03
Patent number
US09296761B2

Reaction notes

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