Tert-butyl 3-(3-cyclohexylpropanoyl)-4-oxopiperidine-1-carboxylate → tert-Butyl 4-(2-cyclohexyl ethyl)-2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate

HRID 1930605Notes

Reaction equation

HRID 1930605 reaction equation
[CH:1]1([CH2:7][CH2:8][C:9]([CH:11]2[C:16](=O)[CH2:15][CH2:14][N:13]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:12]2)=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:25][C:26]1[N:27]([C:31]2[CH:36]=[CH:35][C:34]([NH:37][C:38]([NH2:40])=[NH:39])=[CH:33][CH:32]=2)[CH:28]=[CH:29][N:30]=1>>[CH:1]1([CH2:7][CH2:8][C:9]2[C:11]3[CH2:12][N:13]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:14][CH2:15][C:16]=3[N:40]=[C:38]([NH:37][C:34]3[CH:35]=[CH:36][C:31]([N:27]4[CH:28]=[CH:29][N:30]=[C:26]4[CH3:25])=[CH:32][CH:33]=3)[N:39]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 59333700Tert-butyl 3-(3-cyclohexylpropanoyl)-4-oxopiperidine-1-carboxylateHCID 178432900HCID 178432900, compound

Product 1

HCID 59333713tert-Butyl 4-(2-cyclohexyl ethyl)-2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylateYield 45%

Procedure

tert-Butyl 4-(2-cyclohexyl ethyl)-2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate (393 mg, 45%) was synthesised from tert-Butyl 3-(3-cyclohexylpropanoyl)-4-oxopiperidine-1-carboxylate and 1(4-(2-methyl-1H-imidazol-1-yl)phenyl)guanidine (Example 41c) according to the general procedure for the synthesis of pyrimidines. MS (ES+) m/z 517.1 (M+H)+

Sources & evidence

ORD record
ord-da1f3d50769747d08e395d89425e1dc5
Source dataset
uspto-grants-2012_05
Patent number
US08188101B2

Reaction notes

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