tert-Butyl 4-(1-ethyl-2-oxo-7-phenyl-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-6-yl)benzylcarbamate → 6(4-(Aminomethyl)phenyl)-1-ethyl-7-phenyl-1H-pyrido[2,3-b][1,4]oxazin-2(3H)-one

HRID 1509329ノート

反応式

HRID 1509329 の反応式
[CH2:1]([N:3]1[C:8](=[O:9])[CH2:7][O:6][C:5]2[N:10]=[C:11]([C:20]3[CH:34]=[CH:33][C:23]([CH2:24][NH:25]C(=O)OC(C)(C)C)=[CH:22][CH:21]=3)[C:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[CH:13][C:4]1=2)[CH3:2]>C(O)(C(F)(F)F)=O>[NH2:25][CH2:24][C:23]1[CH:33]=[CH:34][C:20]([C:11]2[C:12]([C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)=[CH:13][C:4]3[N:3]([CH2:1][CH3:2])[C:8](=[O:9])[CH2:7][O:6][C:5]=3[N:10]=2)=[CH:21][CH:22]=1

参加物

3

反応物 1

HCID 86683682tert-Butyl 4-(1-ethyl-2-oxo-7-phenyl-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-6-yl)benzylcarbamate

生成物 1

HCID 532626706(4-(Aminomethyl)phenyl)-1-ethyl-7-phenyl-1H-pyrido[2,3-b][1,4]oxazin-2(3H)-one収率 99.4%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

tert-Butyl 4-(1-ethyl-2-oxo-7-phenyl-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-6-yl)benzylcarbamate (45 mg, 0.098 mmol) was dissolved in TFA (1 mL). The resulting mixture was stirred for 30 seconds at room temperature and evaporated under reduced pressure. The deprotected compound was taken back twice into diethyl ether and the solid formed was washed twice with diethylether. The remaining solvent was removed under reduced pressure and dried to afford the title compound (35 mg, 99%) as white solid. LCMS: RT=0.75 min, M+H+=360. 1H NMR (500 MHz, CDCl3): 8.34 (2H, br), 7.30-7.27 (5H, m), 7.18 (3H, m), 7.13-7.11 (2H, m), 4.80 (2H, s), 4.03-3.99 (2H, q), 3.96 (2H, s), 1.32-1.30 93H, t).

後処理

  1. customevaporated under reduced pressure
  2. customthe solid formed
  3. washwas washed twice with diethylether
  4. customThe remaining solvent was removed under reduced pressure
  5. customdried

出典と根拠

ORDレコード
ord-85b42f0efe79427983e95a90075b7861
出典データセット
uspto-grants-2015_12
特許番号
US09221838B2

反応ノート

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