Ethyl-6-(4-tert-butylphenylethynyl)nicotinate → Ethyl-6-[4-(4-methylpentyl)phenylethynyl]nicotinate

HRID 36360Notes

Reaction equation

HRID 36360 reaction equation
[CH2:1]([O:3][C:4](=[O:23])[C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]([CH3:22])(C)C)=[CH:15][CH:14]=2)=[N:7][CH:6]=1)[CH3:2].[CH3:24][CH:25]([CH3:37])[CH2:26]CCC1C=CC(C#C)=CC=1>>[CH2:1]([O:3][C:4](=[O:23])[C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][C:13]2[CH:14]=[CH:15][C:16]([CH2:19][CH2:22][CH2:24][CH:25]([CH3:37])[CH3:26])=[CH:17][CH:18]=2)=[N:7][CH:6]=1)[CH3:2]

Participants

3

Reactant 2

HCID 9861388Ethyl-6-(4-tert-butylphenylethynyl)nicotinateHCID 153375604-(4-Methylpentyl)-phenylethyne2×

Product 1

HCID 14989670Ethyl-6-[4-(4-methylpentyl)phenylethynyl]nicotinate

Procedure

Using the same general procedure as described for Compound 3, but using instead 4-(4-methylpentyl)phenylethyne (Compound 26), the title compound was synthesized as a yellow solid. PMR (CDCl3): & 0.91 (6H, d, J~6.6 Hz), 1.20-1.30 (1H, m)., 1.47 (3H, t, J~7.2 Hz), 1.51-1.72 (3H, m), 2.63 (2H, t, J~7.8 Hz), 4.45 (2H, q, J~7.2 Hz), 7.22 (2H, d, J~8.4 Hz), 7.53-7.64 (3H, m), 8.30 (1H, dd, J~8.1 Hz, 2.1 Hz), 9.23 (1H, d, J~2.1 Hz).

Sources & evidence

ORD record
ord-ce22cb2b96984f139b946b6262138b0c
Source dataset
uspto-grants-1995_05
Patent number
US05414007

Reaction notes

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