1,2,3,4-Tetrahydroisoquinoline → HCID 67377456, compound

HRID 1667283Notes

Reaction equation

HRID 1667283 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.FC1C=CC([C:32]2([C:43]3[CH:48]=[CH:47][C:46](F)=CC=3)[CH2:37][CH2:36][CH2:35][N:34](CC(O)=O)[C:33]2=O)=CC=1.C1C2C(=CC=CC=2)CCN1.C1(C2(C3C=CC=CC=3)CCNC2)C=CC=CC=1>>[CH2:33]1[C:32]2[C:37](=[CH:46][CH:47]=[CH:48][CH:43]=2)[CH2:36][CH2:35][N:34]1[C:14](=[O:16])[CH2:13][N:10]1[CH2:11][CH2:12][C:8]([C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)([C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=2)[C:9]1=[O:17]

Participants

5

Reactant 4

HCID 70461,2,3,4-TetrahydroisoquinolineHCID 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 acid

Product 1

HCID 67377456HCID 67377456, 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 1,2,3,4-tetrahydroisoquinoline for 3,3-diphenylpyrrolidine. 1H NMR (300 MHz, CDCl3) δ ppm 7.31 (dt, J=4.4, 5.5, 4H), 7.22-7.11 (m, 3H), 7.06-6.94 (m, 5H), 4.75-4.53 (m, 2H), 4.27 (d, J=4.8, 2H), 3.82 (t, J=6.0, 1H), 3.65 (t, J=6.0, 1H), 3.52 (q, J=6.5, 2H), 2.91-2.67 (m, 4H); MS (DCI) m/z 447.1 (M+H)+.

Sources & evidence

ORD record
ord-a12aae73d1074c8eb8a853abef4d9222
Source dataset
uspto-grants-2011_10
Patent number
US08044069B2

Reaction notes

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