2,2-Bis(4-fluorophenyl)acetic acid → HCID 10413832, compound

HRID 1269206Notes

Reaction equation

HRID 1269206 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)[C:9]([OH:11])=O)=[CH:4][CH:3]=1.[NH2:19][CH2:20][CH2:21][CH2:22][N:23]1[CH2:28][CH2:27][CH:26]([C:29]2[CH:30]=[C:31]([NH:35][C:36](=[O:38])[CH3:37])[CH:32]=[CH:33][CH:34]=2)[CH2:25][CH2:24]1>>[C:36]([NH:35][C:31]1[CH:30]=[C:29]([CH:26]2[CH2:27][CH2:28][N:23]([CH2:22][CH2:21][CH2:20][NH:19][C:9](=[O:11])[CH:8]([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)[C:12]3[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=3)[CH2:24][CH2:25]2)[CH:34]=[CH:33][CH:32]=1)(=[O:38])[CH3:37]

Participants

3

Reactant 2

HCID 135116842,2-Bis(4-fluorophenyl)acetic acidHCID 21957249N-{3-[1-(3-amino propyl)4-piperidinyl]phenyl}acetamide

Product 1

HCID 10413832HCID 10413832, compound

Procedure

Example 28 was prepared from bis(4-fluorophenyl)acetic acid and N-{3-[1-(3-aminopropyl)-4-piperidinyl]phenyl}acetamide according to the procedures described in Scheme 10: 1H NMR (400 MHz, CDCl3) δ 8.25 (s, 1H), 7.83 (br s, 1H), 7.41–7.85 (m, 12H), 4.90 (s, 1H), 3.36 (dd, 2H, J=5.6, 12.0 Hz), 3.18 (d, 2H, J=11.6 Hz), 2.69 (t, 2H, J=6.4 Hz), 2.53 (m, 1H), 2.34 (m, 2H), 2.15 (s, 3H), 1.96–1.79 (m, 6H); ESMS m/e: 506.4 (M+H)+.

Sources & evidence

ORD record
ord-68e749dd7a2b4df18fbb3422c2be1e23
Source dataset
uspto-grants-2007_04
Patent number
US07199135B2

Reaction notes

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