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

HRID 1930616Notes

Reaction equation

HRID 1930616 reaction equation
[CH:1]1([CH2:6][C:7]([CH:9]2[C:14](=O)[CH2:13][CH2:12][N:11]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:10]2)=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:23][C:24]1[N:25]([C:29]2[CH:34]=[CH:33][C:32]([NH:35][C:36]([NH2:38])=[NH:37])=[CH:31][CH:30]=2)[CH:26]=[CH:27][N:28]=1>>[CH:1]1([CH2:6][C:7]2[C:9]3[CH2:10][N:11]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:12][CH2:13][C:14]=3[N:38]=[C:36]([NH:35][C:32]3[CH:33]=[CH:34][C:29]([N:25]4[CH:26]=[CH:27][N:28]=[C:24]4[CH3:23])=[CH:30][CH:31]=3)[N:37]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 59333704Tert-butyl 3-(2-cyclopentylacetyl)-4-oxopiperidine-1-carboxylateHCID 178432900HCID 178432900, compound

Product 1

HCID 59333795tert-Butyl 4-(cyclopentylmethyl)-2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylateYield 39%

Procedure

tert-Butyl 4-(cyclopentylmethyl)-2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate (199 mg, 39%) was synthesised from tert-butyl 3-(2-cyclopentylacetyl)-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 489.1 (M+H)+

Sources & evidence

ORD record
ord-746cdae6150d4368835a9d397fc023f7
Source dataset
uspto-grants-2012_05
Patent number
US08188101B2

Reaction notes

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