HCID 86683598、化合物 → HCID 53262241、化合物

HRID 1509193ノート

反応式

HRID 1509193 の反応式
[C:1]1([C:7]2[C:22]([C:23]3[CH:28]=[CH:27][C:26]([C:29]4([NH:33]C(=O)OC(C)(C)C)[CH2:32][CH2:31][CH2:30]4)=[CH:25][CH:24]=3)=[N:21][C:10]3[O:11][CH2:12][C:13]4[N:14]([C:15]([CH2:18][CH2:19][CH3:20])=[N:16][N:17]=4)[C:9]=3[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(O)(C(F)(F)F)=O>[C:1]1([C:7]2[C:22]([C:23]3[CH:24]=[CH:25][C:26]([C:29]4([NH2:33])[CH2:32][CH2:31][CH2:30]4)=[CH:27][CH:28]=3)=[N:21][C:10]3[O:11][CH2:12][C:13]4[N:14]([C:15]([CH2:18][CH2:19][CH3:20])=[N:16][N:17]=4)[C:9]=3[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

3

反応物 1

HCID 86683598HCID 86683598、化合物

生成物 1

HCID 53262241HCID 53262241、化合物収率 31.3%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

Tert-butyl (1-(4-(8-phenyl-1-propyl-4H-pyrido[2,3-b][1,2,4]triazolo[4,3-d][1,4]oxazin-7-yl)phenyl)cyclobutyl)carbamate (39 mg, 0.073 mmol) was dissolved in TFA (1 ml) and stirred for 30 seconds. The solution was immediately concentrated to dryness under reduced pressure. The residue was dissolved in diethyl ether (˜2 ml) and concentrated to dryness under reduced pressure three times. The residue was then slurred in diethyl ether (2 ml) and after settling the supernatant solvent removed by pipette. This was repeated three times. The residue was then slurred in n-hexane (2 ml) and after settling the supernatant solvent removed by pipette. This was repeated three times. The remaining solvent was removed under reduced pressure and the residue was dried to give the desired product as an off-white solid (10 mg, 30% yield). LCMS (Method A): RT=3.85 min, M+1=439. 1H-NMR (500 MHz, CD3OD) δ 8.09 (1H, s), 7.50 (2H, d), 7.43 (2H, d), 7.37-7.34 (3H, m), 7.31-7.27 (2H, m), 5.66 (2H, s), 3.2 (2H, t), 2.83-2.71 (2H, m), 2.64-2.54 (2H, m), 2.32-2.19 (1H, m), 2.02-1.90 (1H, m+2H, t), 1.16-1.09 (3H, t).

後処理

  1. concentrationThe solution was immediately concentrated to dryness under reduced pressure
  2. dissolutionThe residue was dissolved in diethyl ether (˜2 ml)
  3. concentrationconcentrated to dryness under reduced pressure three times
  4. customremoved by pipette
  5. customremoved by pipette
  6. customThe remaining solvent was removed under reduced pressure
  7. customthe residue was dried

出典と根拠

ORDレコード
ord-9f672eafb27a443a8c44d6965495d82e
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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