3,3-Diphenylpyrrolidine → HCID 45274506, compound

HRID 1667241Notes

Reaction equation

HRID 1667241 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:18]3[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=3)[CH2:12][CH2:11][N:10]([CH2:13][C:14]([OH:16])=O)[C:9]2=[O:17])=[CH:4][CH:3]=1.[F:25][C:26]1[CH:31]=[CH:30][C:29]([C:32]2([C:43]3[CH:48]=[CH:47][C:46]([F:49])=[CH:45][CH:44]=3)[CH2:37]CC[N:34]([CH2:38]C(O)=O)[C:33]2=O)=[CH:28][CH:27]=1.FC1C=CC(C2(C3C=CC(F)=CC=3)CCNC2)=CC=1.C1(C2(C3C=CC=CC=3)CCNC2)C=CC=CC=1>>[F:49][C:46]1[CH:47]=[CH:48][C:43]([C:32]2([C:29]3[CH:28]=[CH:27][C:26]([F:25])=[CH:31][CH:30]=3)[CH2:37][CH2:38][N:34]([C:14](=[O:16])[CH2:13][N:10]3[CH2:11][CH2:12][C:8]([C:5]4[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=4)([C:18]4[CH:19]=[CH:20][C:21]([F:24])=[CH:22][CH:23]=4)[C:9]3=[O:17])[CH2:33]2)=[CH:44][CH:45]=1

Participants

5

Reactant 4

HCID 4182423,3-DiphenylpyrrolidineHCID 673571912-(3,3-Bis(4-fluorophenyl)-2-oxopyrrolidin-1-yl)acetic acidHCID 673591112-(3,3-Bis(4-fluorophenyl)-2-oxopiperidin-1-yl)acetic acidHCID 673601783,3-Bis(4-fluorophenyl)pyrrolidine

Product 1

HCID 45274506HCID 45274506, compound

Procedure

The title compound was prepared using the procedure described in Example 172 substituting 2-(3,3-bis(4-fluorophenyl)-2-oxopyrrolidin-1-yl)acetic acid from Example 58D for 2-(3,3-bis(4-fluorophenyl)-2-oxopiperidin-1-yl)acetic acid and 3,3-bis(4-fluorophenyl)pyrrolidine from Example 203A for 3,3-diphenylpyrrolidine. 1H NMR (300 MHz, CDCl3) δ ppm 7.38-7.28 (m, 4H), 7.18-7.09 (m, 4H), 7.03-6.93 (m, 8H), 4.11 (dd, J=5.1, 9.1, 4H), 3.61-3.48 (m, 3H), 3.42 (t, J=6.7, 1H), 2.77 (dd, J=6.4, 11.7, 2H), 2.57 (t, J=6.7, 1H), 2.47 (t, J=6.9, 1H); MS (DCI) m/z 573.2 (M+H)+.

Sources & evidence

ORD record
ord-cc874fe2f9d94c59a28ac163d0a85c1a
Source dataset
uspto-grants-2011_10
Patent number
US08044069B2

Reaction notes

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