1-Methylpiperazine → HCID 136377200、化合物

HRID 624546ノート

反応式

HRID 624546 の反応式
Cl.[NH2:2][C:3]1[C:12]2[CH:11]=[C:10]([CH3:13])[S:9][C:8]=2[NH:7][C:6]2[CH:14]=[CH:15][C:16]([C:18]#[N:19])=[CH:17][C:5]=2[N:4]=1.[CH3:20][N:21]1[CH2:26][CH2:25]N[CH2:23][CH2:22]1>CS(C)=O.C1(C)C=CC=CC=1>[CH3:13][C:10]1[S:9][C:8]2[NH:7][C:6]3[CH:14]=[CH:15][C:16]([C:18]#[N:19])=[CH:17][C:5]=3[N:4]=[C:3]([N:2]3[CH2:25][CH2:26][N:21]([CH3:20])[CH2:22][CH2:23]3)[C:12]=2[CH:11]=1

参加物

5

反応物 2

HCID 531671-MethylpiperazineHCID 136377198HCID 136377198、化合物

生成物 1

HCID 136377200HCID 136377200、化合物

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 1140Toluene溶媒

反応条件

温度
130 °C

実験手順

To a solution of 10-amino-2-methyl-4H-3-thia-4,9-diaza-benzo[f]azulene-7-carbonitrile hydrochloride, prepared as described in the previous step, (0.6 g) in DMSO (6 mL) and toluene (6 mL), was added 1-methylpiperazine (4 mL). The mixture was heated in a 130° C. oil bath for 17 hours. The solution was concentrated, diluted with ethyl acetate (50 mL), washed with water (20 mL) and brine (20 mL), and then concentrated. The solid was dissolved in dichloromethane (10 mL) and treated with saturated sodium bicarbonate solution. The title compound was collected as a light yellow precipitate, washed with water and dichloromethane, dried, and used in the next step without additional purification. LC-MS: m/z 338 (M+1). 1H NMR (CD3OD, 400 MHz): δ (ppm) 7.19-7.15 (m, 2H), 6.74 (d, 1H), 6.37 (s, 1H), 3.51 (m, 4H), 2.53 (m, 4H), 2.34 (s, 3H), 2.32 (s, 3H).

後処理

  1. concentrationThe solution was concentrated
  2. additiondiluted with ethyl acetate (50 mL)
  3. washwashed with water (20 mL) and brine (20 mL)
  4. concentrationconcentrated
  5. dissolutionThe solid was dissolved in dichloromethane (10 mL)
  6. additiontreated with saturated sodium bicarbonate solution
  7. customThe title compound was collected as a light yellow precipitate
  8. washwashed with water and dichloromethane
  9. customdried
  10. customused in the next step without additional purification

出典と根拠

ORDレコード
ord-8703ad7d687d450092b3cd5af6ec396a
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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