2-(4-Chlorophenyl)-2-methylpropionic acid → HCID 21957210, compound

HRID 1269227Notes

Reaction equation

HRID 1269227 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:13])([CH3:12])[C:9]([OH:11])=O)=[CH:4][CH:3]=1.[NH2:14][CH2:15][CH2:16][CH2:17][N:18]1[CH2:23][CH2:22][CH:21]([C:24]2[CH:25]=[CH:26][C:27]([F:36])=[C:28]([NH:30][C:31](=[O:35])[CH:32]([CH3:34])[CH3:33])[CH:29]=2)[CH2:20][CH2:19]1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([CH3:13])([CH3:12])[C:9]([NH:14][CH2:15][CH2:16][CH2:17][N:18]2[CH2:23][CH2:22][CH:21]([C:24]3[CH:25]=[CH:26][C:27]([F:36])=[C:28]([NH:30][C:31](=[O:35])[CH:32]([CH3:33])[CH3:34])[CH:29]=3)[CH2:20][CH2:19]2)=[O:11])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 804062-(4-Chlorophenyl)-2-methylpropionic acidHCID 21957269HCID 21957269, compound

Product 1

HCID 21957210HCID 21957210, compound

Procedure

Example 49 was prepared from 2-(4-chlorophenyl)-2-methylpropanoic acid and N-{5-[1-(3-aminopropyl)-4-piperidinyl]-2-fluorophenyl}-2-methylpropanamide according to the procedures described in Scheme 9: 1H NMR (400 MHz, CDCl3) δ 8.34–8.20 (m, 1H), 7.46–7.14 (m, 5H), 7.10–6.95 (m, 1H), 6.92–6.77 (br, 1H), 6.74–6.59 (br, 1H), 3.39–3.25 (m, 2H), 3.00–2.82 (m, 2H), 2.67–2.51 (m, 1H), 2.51–2.40 (m, 1H), 2.40–2.27 (m, 2H), 2.03–1.86 (m, 2H), 1.85–1.71 (m, 2H), 1.71–1.57 (m, 4H), 1.56 (s, 6H), 1.27 (d, 6H, J=6.8 Hz); ESMS m/e: 502.3 (M+H)+.

Sources & evidence

ORD record
ord-a12d869f2b0340bfb20e88c42333582e
Source dataset
uspto-grants-2007_04
Patent number
US07199135B2

Reaction notes

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