Tridecanoyl chloride → Ethyl{{cyclopentyl[4-(trifluoromethyl)phenyl]methyl}[4-(tridecanoylamino)benzyl]amino}(oxo)acetate

HRID 735892

反応式

HRID 735892 の反応式
[NH2:1][C:2]1[CH:32]=[CH:31][C:5]([CH2:6][N:7]([C:24](=[O:30])[C:25]([O:27][CH2:28][CH3:29])=[O:26])[CH:8]([CH:19]2[CH2:23][CH2:22][CH2:21][CH2:20]2)[C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.[C:33](Cl)(=[O:46])[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45]>>[CH2:28]([O:27][C:25](=[O:26])[C:24]([N:7]([CH:8]([CH:19]1[CH2:23][CH2:22][CH2:21][CH2:20]1)[C:9]1[CH:10]=[CH:11][C:12]([C:15]([F:16])([F:17])[F:18])=[CH:13][CH:14]=1)[CH2:6][C:5]1[CH:4]=[CH:3][C:2]([NH:1][C:33](=[O:46])[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45])=[CH:32][CH:31]=1)=[O:30])[CH3:29]

参加物

3

反応物 2

HCID 87288Tridecanoyl chlorideHCID 67187563Ethyl ((4-aminobenzyl){cyclopentyl[4-(trifluoromethyl)phenyl]methyl}amino)(oxo)acetate

生成物 1

HCID 67186386Ethyl{{cyclopentyl[4-(trifluoromethyl)phenyl]methyl}[4-(tridecanoylamino)benzyl]amino}(oxo)acetate収率 76%

実験手順

The same procedure as employed in the preparation of Example 15 (step d) but using ethyl ((4-aminobenzyl){cyclopentyl[4-(trifluoromethyl)phenyl]methyl}amino)(oxo)acetate and tridecanoyl chloride gave the title compound as a colorless oil (76%). 1H NMR (CDCl3, 300 MHz) δ 7.52-7.21 (m, 6H), 6.95 (d, 1H, J=8.5 Hz) 6.8 (d, 1H, J=8.5 Hz), 5.30 (m, 1H), 4.47-4.05 (m, 4H), 2.85-2.60 (m, 1H), 2.45-2.26 (m, 2H), 1.80-1.10 (m, 31H), 1.05-0.86 (m, 4H). M−(LC/MS(ESI)): 643.9; M+(LC/MS(ESI)): 645.2. HPLC (Condition A), Rt: 6.85 min (HPLC purity: 98.0%).

後処理

  1. customThe same procedure as employed in the preparation of Example 15 (step d)

出典と根拠

ORDレコード
ord-3dce0570fddc447ca0125f26c75bec2d
出典データセット
uspto-grants-2009_09
特許番号
US07592477B2

関連ノート

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