1,2,3,4-Tetrahydroisoquinoline → HCID 67377007, compound

HRID 1667285Notes

Reaction equation

HRID 1667285 reaction equation
O=[C:2]1[C:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)(C2C=CC=CC=2)CCC[N:3]1[CH2:20]C(O)=O.F[C:25]1[CH:30]=[CH:29][C:28]([C:31]2([C:42]3[CH:47]=[CH:46][C:45](F)=[CH:44][CH:43]=3)[CH2:36][CH2:35][CH2:34][N:33]([CH2:37][C:38](O)=[O:39])[C:32]2=[O:41])=[CH:27][CH:26]=1.C1C2C(=CC=CC=2)CCN1.C1(C2(C3C=CC=CC=3)CCNC2)C=CC=CC=1>>[CH2:20]1[C:15]2[C:14](=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:7][CH2:2][N:3]1[C:38](=[O:39])[CH2:37][N:33]1[CH2:34][CH2:35][CH2:36][C:31]([C:28]2[CH:29]=[CH:30][CH:25]=[CH:26][CH:27]=2)([C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)[C:32]1=[O:41]

Participants

5

Reactant 4

HCID 70461,2,3,4-TetrahydroisoquinolineHCID 4182423,3-DiphenylpyrrolidineHCID 673591112-(3,3-Bis(4-fluorophenyl)-2-oxopiperidin-1-yl)acetic acidHCID 673592802-(2-Oxo-3,3-diphenylpiperidin-1-yl)acetic acid

Product 1

HCID 67377007HCID 67377007, compound

Procedure

The title compound was prepared using the procedure described in Example 172 substituting 2-(2-oxo-3,3-diphenylpiperidin-1-yl)acetic acid from Example 68E 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 7.44-7.00 (m, 14H), 4.69 (d, J=42.8, 2H), 4.32 (d, J=4.4, 2H), 3.86 (t, J=6.0, 1H), 3.67 (t, J=5.9, 1H), 3.52 (t, J=6.4, 2H), 2.88 (t, J=5.9, 2H), 2.72-2.56 (m, 2H), 1.92-1.76 (m, 2H); MS (DCI) m/z 425.1 (M+H)+.

Sources & evidence

ORD record
ord-4cc8bb54c8064e1f9d9c1e0be88b1c0c
Source dataset
uspto-grants-2011_10
Patent number
US08044069B2

Reaction notes

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