Methyl trans-2-(3-bromo-2-oxopropyl)-3-methoxypiperidine-1-carboxylate → Methyl trans-2-[3-(6-Trifluoromethylquinazolin-4(3H)-on-3-yl)-2-oxopropyl]-3-methoxypiperidine-1-carboxylate

HRID 2073941Notes

Reaction equation

HRID 2073941 reaction equation
[F:1][C:2]([F:15])([F:14])[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].Br[CH2:17][C:18](=[O:32])[CH2:19][C@H:20]1[C@H:25]([O:26][CH3:27])[CH2:24][CH2:23][CH2:22][N:21]1[C:28]([O:30][CH3:31])=[O:29]>>[F:15][C:2]([F:1])([F:14])[C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][N:7]([CH2:17][C:18](=[O:32])[CH2:19][C@H:20]1[C@H:25]([O:26][CH3:27])[CH2:24][CH2:23][CH2:22][N:21]1[C:28]([O:30][CH3:31])=[O:29])[C:6]2=[O:13]

Participants

3

Reactant 2

HCID 86741990Methyl trans-2-(3-bromo-2-oxopropyl)-3-methoxypiperidine-1-carboxylateHCID 1357451556-(Trifluoromethyl)quinazolin-4(1H)-one

Product 1

HCID 86742323Methyl trans-2-[3-(6-Trifluoromethylquinazolin-4(3H)-on-3-yl)-2-oxopropyl]-3-methoxypiperidine-1-carboxylateYield 24%

Procedure

By the method of Example 4, 6-trifluoromethylquinazolin-4(3H)-one and methyl trans-2-(3-bromo-2-oxopropyl)-3-methoxypiperidine-1-carboxylate were converted into the title compound in 24% yield; m.p. 137°-140° C. 1H--NMR(CDCl3) 1.4-1.9 (m, 4H), 2.9 (d, 2H), 3.3 (s, 3H), 3.5-3.9 (m, 4H), 3.7 (s, 3H), 5.2 (s, 2H), 7.7-8.7 (m, 4H).

Sources & evidence

ORD record
ord-800248cc261c4def94ee44cb6129ad07
Source dataset
uspto-grants-1990_04
Patent number
US04920224

Reaction notes

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