Benzylamine → HCID 67214399, compound

HRID 2421643Notes

Reaction equation

HRID 2421643 reaction equation
[CH2:1]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8]([OH:10])=O)[CH:2]([CH3:4])[CH3:3].[CH2:14]([NH2:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[CH2:1]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8]([NH:21][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:10])[CH:2]([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 7504BenzylamineHCID 235881903-Isobutyl-benzoic acid

Product 1

HCID 67214399HCID 67214399, compoundYield 81%

Procedure

Using preparation method 1, 94B (131 mg, 0.74 mmol) was reacted with benzylamine (120 μL, 118 mg, 1.1 mmol). Purification by flash chromatography on SiO2 using CH2Cl2/hexanes 50:50 then CH2Cl2 100% afforded white crystals (1.60 mg, 81%). NMR 1H (ppm, CDCl3): 7.58-7.54 (m, 2H), 7.36-7.24 (m, 7H), 6.35 (br. s, 1H), 4.64 (d, J3=5.7 Hz, 2H), 2.50 (d, J3=7.2 Hz, 2H), 1.92-1.82 (m, 1H), 0.88 (t, J3=6.6 Hz, 6H).

Workup

  1. customPurification by flash chromatography on SiO2

Sources & evidence

ORD record
ord-3111ab25c7684fc29776b382b5da3afa
Source dataset
uspto-grants-2011_06
Patent number
US07956216B2

Reaction notes

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