3,3-Diphenylpyrrolidine → HCID 67377240, compound

HRID 1667284Notes

Reaction equation

HRID 1667284 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](O)=[O:15])[C:9]2=[O:17])=[CH:4][CH:3]=1.FC1C=CC(C2(C3C=CC(F)=CC=3)CCCN(CC(O)=O)C2=O)=CC=1.[F:50][C:51]([F:63])([F:62])[C:52]1[CH:61]=[C:60]2[C:55]([CH2:56][CH2:57][NH:58][CH2:59]2)=[CH:54][CH:53]=1.C1(C2(C3C=CC=CC=3)CCNC2)C=CC=CC=1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([C:18]3[CH:19]=[CH:20][C:21]([F:24])=[CH:22][CH:23]=3)[CH2:12][CH2:11][N:10]([CH2:13][C:14](=[O:15])[N:58]3[CH2:57][CH2:56][C:55]4[C:60](=[CH:61][C:52]([C:51]([F:50])([F:63])[F:62])=[CH:53][CH:54]=4)[CH2:59]3)[C:9]2=[O:17])=[CH:6][CH:7]=1

Participants

5

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 7-(trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline for 3,3-diphenylpyrrolidine. 1H NMR (300 MHz, CDCl3) δ ppm 7.51-7.35 (m, 2H), 7.36-7.21 (m, 5H), 6.98 (td, J=5.3, 8.6, 4H), 4.70 (d, J=35.4, 2H), 4.27 (s, 2H), 3.83 (t, J=6.0, 1H), 3.68 (t, J=5.9, 1H), 3.53 (t, J=6.5, 2H), 2.88 (dd, J=8.0, 13.3, 2H), 2.81-2.73 (m, 2H); MS (DCI) m/z 515.1 (M+H)+.

Sources & evidence

ORD record
ord-15ecd76a2a9c4310a39fd428c8c36cd6
Source dataset
uspto-grants-2011_10
Patent number
US08044069B2

Reaction notes

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