3,3-Diphenylpyrrolidine → HCID 67376937, compound

HRID 1667282Notes

Reaction equation

HRID 1667282 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(C2(C3C=CC(F)=CC=3)CCCN(CC(O)=O)C2=O)=CC=1.[Cl:43][C:44]1[CH:45]=[C:46]2[C:51](=[CH:52][CH:53]=1)[CH2:50][NH:49][CH2:48][CH2:47]2.C1(C2(C3C=CC=CC=3)CCNC2)C=CC=CC=1>>[Cl:43][C:44]1[CH:45]=[C:46]2[C:51](=[CH:52][CH:53]=1)[CH2:50][N:49]([C:14](=[O:16])[CH2:13][N:10]1[CH2:11][CH2:12][CH:8]([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)[C:9]1=[O:17])[CH2:48][CH2:47]2

Participants

5

Reactant 4

HCID 4182423,3-DiphenylpyrrolidineHCID 117895946-Chloro-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 67376937HCID 67376937, 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 6-chloro-1,2,3,4-tetrahydroisoquinoline for 3,3-diphenylpyrrolidine. 1H NMR (300 MHz, CDCl3) δ ppm 7.41-7.11 (m, 4H), 7.03 (ddd, J=6.1, 10.3, 12.6, 3H), 4.65 (d, J=24.0, 2H), 4.33 (d, 1H), 4.21-4.04 (m, 1H), 3.89-3.44 (m, 5H), 2.87 (dt, J=5.9, 11.7, 2H), 2.66-2.44 (m, 1H), 2.23-2.04 (m, 1H); MS (DCI) m/z 387.1 (M+H)+.

Sources & evidence

ORD record
ord-8784c0512a404d7bbda936f3bd35ddee
Source dataset
uspto-grants-2011_10
Patent number
US08044069B2

Reaction notes

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