Acetic Acid → 3-[2-[(3,5-Dimethoxy-4-methyl-benzoylamino)-methyl]-5-(5-methyl-[1,2,4]oxadiazol-3-yl)-phenylamino]-propionic acid methyl ester

反応式

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

参加物

反応物 3

HCID 176Acetic Acid

HCID 7294Methyl Acrylate

HCID 69491883N-[2-Amino-4-(5-methyl-[1,2,4]oxadiazol-3-yl)-benzyl]-3,5-dimethoxy-4-methyl-benzamide

生成物 1

HCID 694912553-[2-[(3,5-Dimethoxy-4-methyl-benzoylamino)-methyl]-5-(5-methyl-[1,2,4]oxadiazol-3-yl)-phenylamino]-propionic acid methyl ester収率 30%

反応条件

温度: 80 °C

実験手順

A suspension of compound 1g (130 mg, 0.34 mmol) in methyl acrylate (1.0 mL, 11.1 mmol), and acetic acid (0.5 mL, 8.7 mmol) was sealed in a pressure tube under argon and heated at 80° C. overnight. The reaction mixture was concentrated on a rotary evaporator and the residue was purified by preparative tlc (silica gel, 40% v/v ethyl acetate/hexane) to give compound 15a (47 mg, 30%). ESI-MS m/e 469.3 (M+1).

後処理

customwas sealed in a pressure tube under argon
concentrationThe reaction mixture was concentrated on a rotary evaporator
customthe residue was purified by preparative tlc (silica gel, 40% v/v ethyl acetate/hexane)

出典と根拠

ORDレコード: ord-05eb5815838d47998d99023ce0a6868d
出典データセット: uspto-grants-2007_07
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07247654B2

反応ノート

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