3,3-Diphenylpyrrolidine → HCID 67377563, compound

HRID 1667280Notes

Reaction equation

HRID 1667280 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:12][CH2:11][N:10]([CH2:13][C:14]([OH:16])=O)[C:9]2=[O:17])=[CH:4][CH:3]=1.FC1C=CC([C:25]2([C:36]3[CH:41]=[CH:40][C:39]([F:42])=[CH:38][CH:37]=3)CCC[N:27]([CH2:31]C(O)=O)[C:26]2=O)=CC=1.FC1C=C2C(CCNC2)=CC=1.C1(C2(C3C=CC=CC=3)CCNC2)C=CC=CC=1>>[F:42][C:39]1[CH:38]=[C:37]2[C:36]([CH2:25][CH2:26][N:27]([C:14](=[O:16])[CH2:13][N:10]3[CH2:11][CH2:12][CH:8]([C:5]4[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=4)[C:9]3=[O:17])[CH2:31]2)=[CH:41][CH:40]=1

Participants

5

Reactant 4

HCID 4182423,3-DiphenylpyrrolidineHCID 162444007-Fluoro-1,2,3,4-tetrahydroisoquinolineHCID 673576422-(3-(4-Fluorophenyl)-2-oxopyrrolidin-1-yl)acetic acidHCID 673591112-(3,3-Bis(4-fluorophenyl)-2-oxopiperidin-1-yl)acetic acid

Product 1

HCID 67377563HCID 67377563, compound

Procedure

The title compound was prepared using the procedure described in Example 172 substituting 2-(3-(4-fluorophenyl)-2-oxopyrrolidin-1-yl)acetic acid from Example 216A for 2-(3,3-bis(4-fluorophenyl)-2-oxopiperidin-1-yl)acetic acid and 7-fluoro-1,2,3,4-tetrahydroisoquinoline for 3,3-diphenylpyrrolidine. 1H NMR (300 MHz, CDCl3) δ ppm 7.36-7.20 (m, 2H), 7.16-6.96 (m, 3H), 6.95-6.75 (m, 2H), 4.66 (d, J=26.3, 2H), 4.34 (d, J=16.0, 1H), 4.22-4.03 (m, 1H), 3.83 (dd, J=5.7, 11.4, 1H), 3.75-3.49 (m, 4H), 2.87 (dd, J=5.8, 11.7, 2H), 2.68-2.45 (m, 1H), 2.16 (dd, J=7.7, 13.2, 1H)); MS (DCI) m/z 371.1 (M+H)+.

Sources & evidence

ORD record
ord-52ce5c491ed540279c183a7c98535216
Source dataset
uspto-grants-2011_10
Patent number
US08044069B2

Reaction notes

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