HCID 49779378, 화합물 → HCID 59455051, 화합물

HRID 1400521노트

반응식

HRID 1400521 반응식
[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]

참가 물질

3

반응물 1

HCID 49779378HCID 49779378, 화합물

생성물 1

HCID 59455051HCID 59455051, 화합물

시약·촉매·용매 1

HCID 24386Thionyl Chloride용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-9d7d06f050ca42a68b09543d86613809
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08906925B2

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