1-Dodecyne → Ethyl[(4-dodec-1-ynylbenzyl)(4-fluorobenzyl)amino](oxo)acetate

HRID 735946

反応式

HRID 735946 の反応式
[CH2:1]([O:3][C:4](=[O:24])[C:5]([N:7]([CH2:16][C:17]1[CH:22]=[CH:21][C:20](Br)=[CH:19][CH:18]=1)[CH2:8][C:9]1[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=1)=[O:6])[CH3:2].[CH:25]#[C:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36]>>[CH2:1]([O:3][C:4](=[O:24])[C:5]([N:7]([CH2:16][C:17]1[CH:22]=[CH:21][C:20]([C:25]#[C:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36])=[CH:19][CH:18]=1)[CH2:8][C:9]1[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=1)=[O:6])[CH3:2]

参加物

3

反応物 2

HCID 698211-DodecyneHCID 67189052Ethyl[(4-bromobenzyl)(4-fluorobenzyl)amino](oxo)acetate

生成物 1

HCID 67188155Ethyl[(4-dodec-1-ynylbenzyl)(4-fluorobenzyl)amino](oxo)acetate収率 23%

実験手順

The same procedure as employed in the preparation of Example 226 (step c) but using ethyl[(4-bromobenzyl)(4-fluorobenzyl)amino](oxo)acetate and 1-dodecyne gave the title compound as a pale yellow oil (23%). 1H NMR (CDCl3, 300 MHz) δ 7.39 (m, 2H), 7.25-7.00 (m, 6H), 4.45 (s, 1H), 4.44 (s, 1H), 4.36 (m, 2H), 4.30 (s, 1H), 4.28 (s, 1H), 2.42 (t, 2H, J=7.1 Hz), 1.62 (m, 2H), 1.46 (m, 2H), 1.37-1.25 (m, 15H), 0.89 (t, 3H, J=6.6 Hz). M+(LC/MS(ESI)): 480.3. HPLC (Condition A), Rt: 6.28 min (HPLC purity: 99.8%).

後処理

  1. customThe same procedure as employed in the preparation of Example 226 (step c)

出典と根拠

ORDレコード
ord-24024f9568ac4b43b3d417b8c35f0ef1
出典データセット
uspto-grants-2009_09
特許番号
US07592477B2

関連ノート

読み込み中…