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

HRID 1296749노트

반응식

HRID 1296749 반응식
[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

참가 물질

4

반응물 3

HCID 176Acetic AcidHCID 7294Methyl AcrylateHCID 69491883N-[2-Amino-4-(5-methyl-[1,2,4]oxadiazol-3-yl)-benzyl]-3,5-dimethoxy-4-methyl-benzamide

생성물 1

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

반응 조건

온도
80 °C

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-05eb5815838d47998d99023ce0a6868d
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07247654B2

반응 노트

불러오는 중…