Hydrochloric Acid → HCID 136252345, 화합물

HRID 624547노트

반응식

HRID 624547 반응식
[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

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 136377200HCID 136377200, 화합물

생성물 1

HCID 136252345HCID 136252345, 화합물

시약·촉매·용매 2

HCID 23938Palladium촉매2회HCID 887Methanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-0837dbc0021749d79fd1236cf839205e
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09303041B2

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