Hydrochloric Acid → 3-Fluoro-5-(1-methyl-piperidin-4-ylsulfanyl)-phenylamine

HRID 1822058노트

반응식

HRID 1822058 반응식
[F:1][C:2]1[CH:3]=[C:4]([S:11][CH:12]2[CH2:17][CH2:16][N:15]([CH3:18])[CH2:14][CH2:13]2)[CH:5]=[C:6]([N+:8]([O-])=O)[CH:7]=1.Cl>[Fe].CO>[F:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[C:4]([S:11][CH:12]2[CH2:13][CH2:14][N:15]([CH3:18])[CH2:16][CH2:17]2)[CH:3]=1

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 578936894-(3-Fluoro-5-nitro-phenylsulfanyl)-1-methyl-piperidine

생성물 1

HCID 578936763-Fluoro-5-(1-methyl-piperidin-4-ylsulfanyl)-phenylamine수율 40%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 887Methanol용매

실험 절차

Combine 4-(3-Fluoro-5-nitro-phenylsulfanyl)-1-methyl-piperidine (preparation 75, 0.31 g, 1.15 mmol), iron dust (0.21 g, 3.79 mmol), methanol (10 mL) and aqueous 1M hydrochloric acid (0.35 mL, 0.35 mmol), stir and heat at reflux. After 20 h, cool to ambient temperature and concentrate. Partition residue between ethyl acetate (50 mL) and 1M sodium hydroxide (20 mL). Separate the organic layer, dry over sodium sulfate, filter and concentrate. Purify residue by silica gel flash chromatography eluting with 10% (2M NH3/methanol)/methylene dichloride to obtain 0.11 g (40%) of the title compound: mass spectrum (electrospray): m/z=241.1 (M+1).

후처리

  1. temperatureheat
  2. temperatureat reflux
  3. concentrationconcentrate
  4. customSeparate the organic layer
  5. dry with materialdry over sodium sulfate
  6. filtrationfilter
  7. concentrationconcentrate
  8. washPurify residue by silica gel flash chromatography eluting with 10% (2M NH3/methanol)/methylene dichloride

출처 및 근거

ORD 기록
ord-62a6049ea3cf45ecac2a71f02f925584
출처 데이터셋
uspto-grants-2009_10
특허 번호
US07608629B2

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