N-methyl-2-pyrrolidone → HCID 90112919, compound

HRID 1508877Notes

Reaction equation

HRID 1508877 reaction equation
Cl[C:2]1[CH:7]=[C:6]([CH2:8][CH3:9])[N:5]=[C:4]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([Cl:16])[CH:11]=2)[N:3]=1.[NH2:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]([CH3:29])([CH3:28])[C:25](N)=[O:26])=[CH:20][CH:19]=1.CN1[C:35](=[O:36])CCC1>>[Cl:16][C:12]1[CH:11]=[C:10]([C:4]2[N:3]=[C:2]([NH:17][C:18]3[CH:23]=[CH:22][C:21]([C:24]([CH3:29])([CH3:28])[C:25]([O:36][CH3:35])=[O:26])=[CH:20][CH:19]=3)[CH:7]=[C:6]([CH2:8][CH3:9])[N:5]=2)[CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 3

HCID 13387N-methyl-2-pyrrolidoneHCID 435575804-Chloro-2-(3-chlorophenyl)-6-ethylpyrimidineHCID 536219111229705-49-0

Product 1

HCID 90112919HCID 90112919, compoundYield 100%

Procedure

Following General Procedure A1, 4-chloro-2-(3-chlorophenyl)-6-ethylpyrimidine (0.075 g, 0.29 mmol) in NMP (3 mL) was reacted with 2-(4-aminophenyl)-2-methylpropanamide (0.069 g, 0.36 mmol) to afford the title compound (0.105 g, 100%) as an amber oil. MW=409.91. 1H NMR (CDCl3, 300 MHz) δ 8.44-8.39 (m, 1H), 8.33-8.26 (m, 1H), 7.43-7.40 (m, 1H), 7.40-7.35 (m, 4H), 6.77 (s, 1H), 6.52 (s, 1H), 4.12 (q, J=7.1 Hz, 1H), 3.69 (s, 3H), 2.71 (q, J=7.6 Hz, 2H), 2.61 (s, 6H), 1.59 (s, 3H); APCI MS m/z 410 [M+H]+.

Sources & evidence

ORD record
ord-b667526fa2b44a0f82f913c275fe9e69
Source dataset
uspto-grants-2015_12
Patent number
US09221843B2

Reaction notes

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