Aluminum(III) Chloride → HCID 21912176, compound

HRID 1831677Notes

Reaction equation

HRID 1831677 reaction equation
[CH2:1]([CH:3]([NH:6][C:7]1[C:12]([C:13](O)=O)=[C:11]([O:16][C:17]2[C:22]([CH3:23])=[CH:21][C:20]([CH3:24])=[CH:19][C:18]=2[CH3:25])[N:10]=[C:9]([CH3:26])[CH:8]=1)[C:4]#[CH:5])[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl-].[Al+3].[Cl-].[Cl-]>>[CH3:13][C:12]1[C:11]([O:16][C:17]2[C:18]([CH3:25])=[CH:19][C:20]([CH3:24])=[CH:21][C:22]=2[CH3:23])=[N:10][C:9]([CH3:26])=[CH:8][C:7]=1[NH:6][CH:3]([CH2:4][CH3:5])[CH:1]=[CH2:2]

Participants

4

Reactant 3

HCID 6451240Aluminum(III) ChlorideHCID 21226445Aluminium lithium hydrideHCID 86584325HCID 86584325, compound

Product 1

HCID 21912176HCID 21912176, compound

Procedure

The title compound was prepared as a clear oil by reduction of 4-(1-Ethyl-prop-2-ynylamino)-6-methyl-2-(2,4,6-trimethyl-phenoxy)-nicotinic acid with lithium aluminum hydride and aluminum chloride. 1H NMR(CDCl3) d 6.87(s,2H), 6.08(s,1H), 5.7–5.9(m,1H), 5.1–5.3(m,2H), 3.75–4.0(m,2H), 2.30(s,3H), 2.16(s,3H), 2.15(s,3H), 2.08(s,6H), 1.70(m,2H), 1.03(t,3H)ppm.

Sources & evidence

ORD record
ord-cf2f4e83fb5245deace114ebc5291379
Source dataset
uspto-grants-2006_06
Patent number
US07067664B1

Reaction notes

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