Triethylamine → HCID 68883041, compound

HRID 1829713Notes

Reaction equation

HRID 1829713 reaction equation
[C:1]1([C:11](Cl)=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[Cl:14][C:15]1[CH:16]=[C:17]([CH:22]([CH2:32][CH:33]=[CH2:34])[CH2:23][NH:24][CH2:25][CH2:26][CH2:27][CH2:28][C:29]([OH:31])=[O:30])[CH:18]=[CH:19][C:20]=1[Cl:21].[CH2:35]([N:37](CC)CC)C>>[Cl:14][C:15]1[CH:16]=[C:17]([CH:22]([CH2:32][CH:33]=[CH2:34])[CH2:23][N:24]([CH2:25][CH2:26][CH2:27][CH2:28][C:29]([OH:31])=[O:30])[C:11]([C:1]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH:4]=[C:3]([C:35]#[N:37])[CH:2]=2)=[O:12])[CH:18]=[CH:19][C:20]=1[Cl:21]

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 701461-Naphthalenecarbonyl chlorideHCID 68882820HCID 68882820, compound

Product 1

HCID 68883041HCID 68883041, compound

Procedure

1-Naphthoyl chloride (0.97 g) was combined with [2-(3,4-dichlorophenyl)]-N-[(2-carboxyethyl)ethyl]-4-pentenamine (1.49 g) and triethyl amine under standard acylation conditions to afford N-[2-(3,4-dichlorophenyl)-4-pentenyl]-N-[(2-carboxyethyl)ethyl]-3-cyano-1-naphthamide (0.56 g) as a solid after purification by chromatography (5:4:1 Hexane:DCM:EtOAc); MS: m/z 509 (M+); 1H NMR (CDCl3) δ 8.25-8.10 (m), 7.95-7.05 (m), 6.98-6.80 (m), 6.78-6.62 (m), 6.60-6.41 (m), 5.77-5.58 (m), 5.35-4.72 (m), 4.30-1.90 (m), 1.40-1.15 (m).

Sources & evidence

ORD record
ord-1c3307a6836e47d9a2cd837a377d6e0f
Source dataset
uspto-grants-2006_06
Patent number
US07064136B2

Reaction notes

Loading…