HCID 46900642, compound → HCID 11270039, compound

HRID 733535Notes

Reaction equation

HRID 733535 reaction equation
[C:1]([C:11]1[CH:18]=[CH:17][C:14]([CH:15]=O)=[CH:13][CH:12]=1)#[C:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[NH2:19][CH2:20][C:21]1[CH:26]=[CH:25][C:24](/[CH:27]=[CH:28]/[C:29]([O:31][CH3:32])=[O:30])=[CH:23][CH:22]=1>>[C:1]([C:11]1[CH:18]=[CH:17][C:14]([CH2:15][NH:19][CH2:20][C:21]2[CH:22]=[CH:23][C:24](/[CH:27]=[CH:28]/[C:29]([O:31][CH3:32])=[O:30])=[CH:25][CH:26]=2)=[CH:13][CH:12]=1)#[C:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

3

Reactant 2

HCID 46900642HCID 46900642, compoundHCID 578413204-Dec-1-ynylbenzaldehyde

Product 1

HCID 11270039HCID 11270039, compound

Procedure

The title compound was prepared following the procedure A using 4-dec-1-ynylbenz-aldehyde and methyl (2E)-3-[4-(aminomethyl)phenyl]acrylate. (purification by flash chromatography on SiO2, EtOAc/c-Hex 20/80 to 50/50 for about 30 min.) as a white solid (73%). 1H NMR (CDCl3) δ: 7.56 (d, 1H, J=16.2 Hz), 7.36 (d, 2H, J=8.3 Hz), 7.23 (m, 4H), 7.12 (m, 2H), 6.29 (d, 1H, J=15.8 Hz), 3.69-3.63 (m, 7E), 2.26 (m, 2H), 1.56-1.40 (m, 2H), 1.38-1.10 (m, 10H), 0.76 (m, 3H). M+ (ESI): 418.3. HPLC, Rt: 4.5 min (purity: 100%).

Workup

  1. custom(purification by flash chromatography on SiO2, EtOAc/c-Hex 20/80 to 50/50 for about 30 min.) as a white solid (73%)

Sources & evidence

ORD record
ord-3a94c10704a146e29a905fab52d6eab6
Source dataset
uspto-grants-2009_09
Patent number
US07589232B2

Reaction notes

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