Allyl trans-2-(3-bromo-2-oxopropyl)-3-methoxy-1-piperidinecarboxylate → Allyl trans-2-[3-(6-Cyanoquinazolin-4(3H)-on-3-yl)-2-oxopropyl]-3-methoxypiperidine-1-carboxylate

HRID 34621Notes

Reaction equation

HRID 34621 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][NH:7][C:6]2=[O:13])#[N:2].Br[CH2:15][C:16](=[O:32])[CH2:17][C@H:18]1[C@H:23]([O:24][CH3:25])[CH2:22][CH2:21][CH2:20][N:19]1[C:26]([O:28][CH2:29][CH:30]=[CH2:31])=[O:27]>>[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][N:7]([CH2:15][C:16](=[O:32])[CH2:17][C@H:18]1[C@H:23]([O:24][CH3:25])[CH2:22][CH2:21][CH2:20][N:19]1[C:26]([O:28][CH2:29][CH:30]=[CH2:31])=[O:27])[C:6]2=[O:13])#[N:2]

Participants

3

Reactant 2

HCID 86741991Allyl trans-2-(3-bromo-2-oxopropyl)-3-methoxy-1-piperidinecarboxylateHCID 1357038834-Hydroxyquinazoline-6-carbonitrile

Product 1

HCID 86742324Allyl trans-2-[3-(6-Cyanoquinazolin-4(3H)-on-3-yl)-2-oxopropyl]-3-methoxypiperidine-1-carboxylateYield 49%

Procedure

By the method of Example 4, 6-cyanoquinazolin-4(3H)-one and allyl trans-2-(3-bromo-2-oxopropyl)-3-methoxypiperidine-1-carboxylate were converted to title compound in 49% yield; 1H-NMR(CDCl3) 1.2-1.9 (m, 4H), 2.9 (d, 2H), 2.9-3.5 (m, 4H), 4.6-6.2 (m, 5H), 5.2 (s, 2H), 7.8-8.6 (m, 4H).

Sources & evidence

ORD record
ord-15c90c1577894c89820a79ce4618d317
Source dataset
uspto-grants-1988_08
Patent number
US04762838

Reaction notes

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