Benzylamine → HCID 67213951, compound

HRID 2421647Notes

Reaction equation

HRID 2421647 reaction equation
[CH2:1]([C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][CH:14]=1)[C:9]([OH:11])=O)[CH2:2][CH:3]([CH3:5])[CH3:4].[CH2:15]([NH2:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[CH2:1]([C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][CH:14]=1)[C:9]([NH:22][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:11])[CH2:2][CH:3]([CH3:4])[CH3:5]

Participants

3

Reactant 2

HCID 7504BenzylamineHCID 21063832HCID 21063832, compound

Product 1

HCID 67213951HCID 67213951, compoundYield 74.9%

Procedure

Using preparation method 1, 96B (288 mg, 1.5 mmol) was reacted with benzylamine (240 μL, 236 mg, 2.2 mmol). Purification by flash chromatography on SiO2 using CH2Cl2/hexanes 50:50 then CH2Cl2 100% afforded white crystals (316 mg, 74%). NMR 1H (ppm, CDCl3): 7.62 (s, 1H), 7.56-7.53 (m, 1H), 7.36-7.27 (m, 7H), 6.35 (br. s, 1H), 4.64 (d, J3=5.7 Hz, 2H), 2.66-2.60 (m, 2H), 1.64-1.46 (m, 3H), 0.92 (d, J3=6.3 Hz, 6H).

Workup

  1. customPurification by flash chromatography on SiO2

Sources & evidence

ORD record
ord-23fce9a4509242de8031d5a1d7032ec8
Source dataset
uspto-grants-2011_06
Patent number
US07956216B2

Reaction notes

Loading…