HCID 49779378、化合物 → HCID 59455051、化合物

HRID 1401592ノート

反応式

HRID 1401592 の反応式
[CH:1]([C:4]1[CH:5]=[CH:6][C:7]2[C:8]3[CH2:26][N:25]([CH3:27])[CH2:24][CH2:23][C:9]=3[N:10]([CH2:13][C:14]([C:17]3[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=3)(O)[CH3:15])[C:11]=2[CH:12]=1)([CH3:3])[CH3:2]>O=S(Cl)Cl>[CH:1]([C:4]1[CH:5]=[CH:6][C:7]2[C:8]3[CH2:26][N:25]([CH3:27])[CH2:24][CH2:23][C:9]=3[N:10](/[CH:13]=[C:14](/[C:17]3[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=3)\[CH3:15])[C:11]=2[CH:12]=1)([CH3:3])[CH3:2]

参加物

3

反応物 1

HCID 49779378HCID 49779378、化合物

生成物 1

HCID 59455051HCID 59455051、化合物

試薬・触媒・溶媒 1

HCID 24386Thionyl Chloride溶媒

実験手順

1-(7-Isopropyl-2-methyl-1,2,3,4-tetrahydro-pyrido[4,3-b]indol-5-yl)-2-pyridin-4-yl-propan-2-ol (100 mg, 0.2 mmol) was dissolved in SOCl2 (1.0 mL) and stirred the reaction at RT for 2 h. After completion of starting material by monitoring TLC reaction mixture was concentrated under reduced pressure and saturated bicarbonate was added, extracted with EtOAc, organic layer was washed with water, dried over sodium sulfate and concentrated, and purified by reverse phase Chromatography. Yield: 68 mg. 1H NMR (DMSO-d6, oxalate salt) δ (ppm): 8.62 (d, 2H), 7.70 (d, 2H), 7.48 (s, 1H), 7.42 (d, 1H), 7.05 (m, 2H), 4.40 (m, 2H), 3.58 (m, 2H), 3.05 (m, 3H), 2.95 (s, 3H), 1.95 (s, 3H), 1.25 (d, 6H).

後処理

  1. customthe reaction at RT for 2 h
  2. customAfter completion of starting material by monitoring TLC reaction mixture
  3. concentrationwas concentrated under reduced pressure and saturated bicarbonate
  4. additionwas added
  5. extractionextracted with EtOAc, organic layer
  6. washwas washed with water
  7. dry with materialdried over sodium sulfate
  8. concentrationconcentrated
  9. custompurified by reverse phase Chromatography

出典と根拠

ORDレコード
ord-0aa353c473634db7a4ba79f3039185a0
出典データセット
uspto-grants-2014_12
特許番号
US08907097B2

反応ノート

読み込み中…