(2-Butyl-1-benzofuran-3-yl)methylamine hydrochloride → HCID 67189623, compound

HRID 735884Notes

Reaction equation

HRID 735884 reaction equation
Cl.[CH2:2]([C:6]1[O:7][C:8]2[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=2[C:10]=1[CH2:11][NH2:12])[CH2:3][CH2:4][CH3:5].[CH2:17]([NH:29][C:30](=[O:39])[C:31]1[CH:36]=[CH:35][C:34]([CH:37]=O)=[CH:33][CH:32]=1)[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]>C(N(CC)CC)C>[CH2:2]([C:6]1[O:7][C:8]2[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=2[C:10]=1[CH2:11][NH:12][CH2:37][C:34]1[CH:35]=[CH:36][C:31]([C:30]([NH:29][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])=[O:39])=[CH:32][CH:33]=1)[CH2:3][CH2:4][CH3:5]

Participants

4

Reactant 2

HCID 67186678(2-Butyl-1-benzofuran-3-yl)methylamine hydrochlorideHCID 86598530HCID 86598530, compound

Product 1

HCID 67189623HCID 67189623, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

The same procedure as employed in the preparation of Example 1 (step a) but using (2-butyl-1-benzofuran-3-yl)methylamine hydrochloride, triethylamine and N-dodecyl-4-formylbenzamide gave the title compound as a colorless oil (59%). 1H NMR (CDCl3, 300 MHz) δ 7.76 (m, 2H), 7.58 (m, 1H), 7.42 (m, 3H), 7.29-7.18 (m, 2H), 6.23 (m, 1H), 3.87 (m, 4H), 3.46 (m, 2H), 2.75 (t, 2H, J=7.5 Hz), 1.77-1.56 (m, 5H), 1.45-1.23 (m, 20H), 0.98-0.86 (m, 6H). HPLC (Condition A), Rt: 5.49 min (HPLC purity: 97.4%).

Workup

  1. customThe same procedure as employed in the preparation of Example 1 (step a) but

Sources & evidence

ORD record
ord-74695ab8f39b4b32ac8b5c2994348359
Source dataset
uspto-grants-2009_09
Patent number
US07592477B2

Reaction notes

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