1,2,3,4-Tetrahydroquinoline → HCID 86665956, compound

HRID 1024727Notes

Reaction equation

HRID 1024727 reaction equation
[C:1]([C:3]1[CH:27]=[CH:26][C:6]([O:7][C:8]2[CH:9]=[C:10]([CH:14]=[C:15]([O:17][C:18]3[CH:23]=[CH:22][C:21]([C:24]#[N:25])=[CH:20][CH:19]=3)[CH:16]=2)[C:11]([OH:13])=O)=[CH:5][CH:4]=1)#[N:2].[NH:28]1[C:37]2[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=2)[CH2:31][CH2:30][CH2:29]1>>[C:1]([C:3]1[CH:27]=[CH:26][C:6]([O:7][C:8]2[CH:9]=[C:10]([CH:14]=[C:15]([O:17][C:18]3[CH:19]=[CH:20][C:21]([C:24]#[N:25])=[CH:22][CH:23]=3)[CH:16]=2)[C:11]([N:28]2[C:37]3[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=3)[CH2:31][CH2:30][CH2:29]2)=[O:13])=[CH:5][CH:4]=1)#[N:2]

Participants

3

Reactant 2

HCID 694601,2,3,4-TetrahydroquinolineHCID 66818818HCID 66818818, compound

Product 1

HCID 86665956HCID 86665956, compoundYield 82.1%

Procedure

Following the procedure of Example 5(c) 3,5-bis-(4-cyano-phenoxy)-benzoic acid 1.2 g (3.36 mmol) and 1,2,3,4-tetrahydro-quinoline (0.44 g, 3.36 mmol) were used to afford 1.3 g of the required product. 1H NMR (DMSO-d6): δ 1.92 (2H, t), 2.54 (2H, m) 3.75 (2H, t), 6.92 (2H, d), 7.08 (7H, m), 7.82 (4H, d).

Sources & evidence

ORD record
ord-3c8159aafff641778855900ebf089c45
Source dataset
uspto-grants-2014_05
Patent number
US08722930B2

Reaction notes

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