Hydrochloric Acid → HCID 136252345、化合物

HRID 624547ノート

反応式

HRID 624547 の反応式
[CH3:1][C:2]1[S:11][C:10]2[NH:9][C:8]3[CH:12]=[CH:13][C:14]([C:16]#[N:17])=[CH:15][C:7]=3[N:6]=[C:5]([N:18]3[CH2:23][CH2:22][N:21]([CH3:24])[CH2:20][CH2:19]3)[C:4]=2[CH:3]=1.Cl>CO.[Pd]>[CH3:1][C:2]1[S:11][C:10]2[NH:9][C:8]3[CH:12]=[CH:13][C:14]([CH2:16][NH2:17])=[CH:15][C:7]=3[N:6]=[C:5]([N:18]3[CH2:23][CH2:22][N:21]([CH3:24])[CH2:20][CH2:19]3)[C:4]=2[CH:3]=1

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 136377200HCID 136377200、化合物

生成物 1

HCID 136252345HCID 136252345、化合物

試薬・触媒・溶媒 2

HCID 23938Palladium触媒2 回HCID 887Methanol溶媒

実験手順

To a solution of 2-Methyl-10-(4-methyl-piperazin-1-yl)-4H-3-thia-4,9-diaza-benzo[f]azulene-7-carbonitrile, prepared as described in the previous step, (0.25 g) in methanol (90 mL) was added concentrated HCl (0.4 mL) and Pd black (57 mg). Hydrogenation was carried out at 50 psi for 1 h. More Pd black (147 mg) was added. The mixture was shaken at 50 psi for 22 h. The catalyst was filtered and washed with methanol. The filtrate was concentrated, treated with saturated sodium bicarbonate solution (5 mL), and concentrated to dryness. The product was purified by silica column. LC-MS: m/z 342 (M+1). 1H NMR (CD3OD, 400 MHz): δ (ppm) 6.89-6.85 (m, 2H), 6.64 (d, 1H), 6.34 (d, 1H), 3.66 (s, 2H), 3.46 (m, 4H), 2.54 (m, 4H), 2.34 (s, 3H), 2.30 (d, 3H).

後処理

  1. filtrationThe catalyst was filtered
  2. washwashed with methanol
  3. concentrationThe filtrate was concentrated
  4. additiontreated with saturated sodium bicarbonate solution (5 mL)
  5. concentrationconcentrated to dryness
  6. customThe product was purified by silica column

出典と根拠

ORDレコード
ord-0837dbc0021749d79fd1236cf839205e
出典データセット
uspto-grants-2016_04
特許番号
US09303041B2

反応ノート

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