2,2-Bis(4-fluorophenyl)acetic acid → 2,2-Bis(4-fluorophenyl)-N-methyl-N-[3-(4-(6-fluoro-3-pyridinyl)piperidin-1-yl)propyl]acetamide

HRID 12304

Reaction equation

HRID 12304 reaction equation
Cl.[NH:2]1[CH2:7]C[C:5]2(C3C(=CC=CC=3)CO2)[CH2:4][CH2:3]1.[F:16][C:17]1[N:22]=[CH:21][C:20]([CH:23]2[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]2)=[CH:19][CH:18]=1.FC1C=C(C(N2CCCC2=O)C(O)=O)C=CC=1F.[F:47][C:48]1[CH:53]=[CH:52][C:51]([CH:54]([C:58]2[CH:63]=[CH:62][C:61]([F:64])=[CH:60][CH:59]=2)[C:55]([OH:57])=O)=[CH:50][CH:49]=1>>[F:64][C:61]1[CH:62]=[CH:63][C:58]([CH:54]([C:51]2[CH:50]=[CH:49][C:48]([F:47])=[CH:53][CH:52]=2)[C:55]([N:2]([CH3:7])[CH2:3][CH2:4][CH2:5][N:26]2[CH2:27][CH2:28][CH:23]([C:20]3[CH:21]=[N:22][C:17]([F:16])=[CH:18][CH:19]=3)[CH2:24][CH2:25]2)=[O:57])=[CH:59][CH:60]=1

Participants

5

Reactant 4

HCID 135116842,2-Bis(4-fluorophenyl)acetic acidHCID 225093303H-spiro(2-benzofuran-1,4'-piperidine) hydrochlorideHCID 230920092-Fluoro-5-piperidin-4-ylpyridineHCID 230920212-(3,4-Difluorophenyl)-2-(2-oxo-1-pyrrolidinyl)acetic acid

Product 1

HCID 104803562,2-Bis(4-fluorophenyl)-N-methyl-N-[3-(4-(6-fluoro-3-pyridinyl)piperidin-1-yl)propyl]acetamide

Procedure

Example 9 was repeated except that spiro[isobenzofuran-1(3H), 4′-piperidine] hydrochloride which was used in Example 9-(2) was replaced with 4-(6-fluoro-3-pyridinyl)piperidine, and 2-(3,4-difluorophenyl)-2-(2-oxo-1-pyrrolidinyl)acetic acid which was used in Example 9-(4), with 2,2-bis(4-fluorophenyl)acetic acid, to provide the title compound.

Sources & evidence

ORD record
ord-2755bc43f82549f695ad2387daaac869
Source dataset
uspto-grants-2010_06
Patent number
US07727998B2

Linked notes

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