2-(4-Fluorophenyl)acetic acid → HCID 18446859, compound

HRID 1269341Notes

Reaction equation

HRID 1269341 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=O)=[CH:4][CH:3]=1.[NH2:12][CH2:13][CH2:14][CH2:15][N:16]1[CH2:21][CH2:20][CH:19]([C:22]2[CH:23]=[C:24]([NH:29][C:30](=[O:34])[CH:31]([CH3:33])[CH3:32])[CH:25]=[CH:26][C:27]=2[CH3:28])[CH2:18][CH2:17]1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][C:9]([NH:12][CH2:13][CH2:14][CH2:15][N:16]2[CH2:21][CH2:20][CH:19]([C:22]3[CH:23]=[C:24]([NH:29][C:30](=[O:34])[CH:31]([CH3:32])[CH3:33])[CH:25]=[CH:26][C:27]=3[CH3:28])[CH2:18][CH2:17]2)=[O:11])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 98372-(4-Fluorophenyl)acetic acidHCID 16757468N-{3-[1-(aminopropyl)-4-piperidinyl]-4-methylphenyl}-2-methylpropanamide

Product 1

HCID 18446859HCID 18446859, compound

Procedure

Example 175 was prepared from (4-fluorophenyl)acetic acid and N-{3-[1-(3-aminopropyl)-4-piperidinyl]-4-methylphenyl}-2-methylpropanamide according to the procedures described in Scheme 12: 1H NMR (400 MHz, CDCl3) δ 7.38 (s, 1 H), 7.32 (s, 1 H), 7.28–7.16 (m, 3 H), 7.04–6.90 (m, 3 H), 6.86 (s, 1 H), 3.47 (s, 2 H), 3.27 (q, 2 H, J=6.0 Hz), 2.95 (d, 2 H, J=11.6 Hz), 2.69–2.53 (m, 1 H), 2.50–2.32 (m, 3 H), 2.19 (s, 3 H), 2.09–1.94 (m, 2 H), 1.74–1.53 (m, 6 H), 1.15 (d, 6 H, J=7.2 Hz); ESMS m/e: 454.3 (M+H)+.

Sources & evidence

ORD record
ord-bc018e30bc044e009d476dd49fe1ca66
Source dataset
uspto-grants-2007_04
Patent number
US07199135B2

Reaction notes

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