1,2,3,4-Tetrahydroisoquinoline → HCID 45274408, compound

HRID 1667278Notes

Reaction equation

HRID 1667278 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)=CC=3)[CH2:30][CH2:29][CH2:28][N:27](CC(O)=O)[C:26]2=O)=CC=1.C1C2C(=CC=CC=2)CCN1.C1(C2(C3C=CC=CC=3)CCNC2)C=CC=CC=1>>[CH2:26]1[C:25]2[C:30](=[CH:39][CH:40]=[CH:41][CH:36]=2)[CH2:29][CH2:28][N:27]1[C:14](=[O:16])[CH2:13][N:10]1[CH2:11][CH2:12][CH:8]([C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)[C:9]1=[O:17]

Participants

5

Reactant 4

HCID 70461,2,3,4-TetrahydroisoquinolineHCID 4182423,3-DiphenylpyrrolidineHCID 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 45274408HCID 45274408, 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 1,2,3,4-tetrahydroisoquinoline for 3,3-diphenylpyrrolidine. 1H NMR (300 MHz, CDCl3) δ ppm 7.35-6.96 (m, 8H), 4.68 (d, J=27.4, 2H), 4.34 (d, 1H), 4.19 (dd, J=7.4, 15.9, 1H), 3.84 (t, J=6.0, 1H), 3.78-3.52 (m, 4H), 3.02-2.81 (m, 2H), 2.68-2.45 (m, 1H), 2.25-2.06 (m, 1H); MS (DCI) m/z 353.1 (M+H)+.

Sources & evidence

ORD record
ord-e18d5abee2a74937bfc025dc5172a2c7
Source dataset
uspto-grants-2011_10
Patent number
US08044069B2

Reaction notes

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