4-chloro-2-(3-chlorophenyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidine → isopropyl 3-amino-2-(4-((2-(3-chlorophenyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)amino)benzyl)-3-oxopropanoate

HRID 1508849Notes

Reaction equation

HRID 1508849 reaction equation
Cl[C:2]1[C:3]2[CH2:17][CH2:16][CH2:15][C:4]=2[N:5]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([Cl:14])[CH:9]=2)[N:7]=1.[NH2:18][C:19](=[O:35])[CH:20]([CH2:27][C:28]1[CH:33]=[CH:32][C:31]([NH2:34])=[CH:30][CH:29]=1)[C:21]([O:23][CH:24]([CH3:26])[CH3:25])=[O:22]>>[NH2:18][C:19](=[O:35])[CH:20]([CH2:27][C:28]1[CH:33]=[CH:32][C:31]([NH:34][C:2]2[C:3]3[CH2:17][CH2:16][CH2:15][C:4]=3[N:5]=[C:6]([C:8]3[CH:13]=[CH:12][CH:11]=[C:10]([Cl:14])[CH:9]=3)[N:7]=2)=[CH:30][CH:29]=1)[C:21]([O:23][CH:24]([CH3:25])[CH3:26])=[O:22]

Participants

3

Reactant 2

HCID 218826774-chloro-2-(3-chlorophenyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidineHCID 90112652Isopropyl 3-amino-2-(4-aminobenzyl)-3-oxopropanoate

Product 1

HCID 90112914isopropyl 3-amino-2-(4-((2-(3-chlorophenyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)amino)benzyl)-3-oxopropanoateYield 78.3%

Procedure

Following general procedure A1, 4-chloro-2-(3-chlorophenyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidine (0.063 g, 0.24 mmol) was reacted with isopropyl 3-amino-2-(4-aminobenzyl)-3-oxopropanoate (0.060 g, 0.24 mmol) to afford the title compound (0.090 g, 78%) as a light brown foam. MW=478.97. APCI MS m/z 479 [M+H]+.

Sources & evidence

ORD record
ord-69ee70219e5748c694013eda4ee0ddf5
Source dataset
uspto-grants-2015_12
Patent number
US09221843B2

Reaction notes

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