Hydrochloric Acid → HCID 66917833, 화합물

HRID 1817990노트

반응식

HRID 1817990 반응식
[CH3:1][C:2]1[C:10]2[C:5](=[C:6](/[CH:11]=[CH:12]/[C:13]([OH:15])=O)[CH:7]=[CH:8][CH:9]=2)[NH:4][CH:3]=1.Cl.CN(C)CCCN=C=NCC.[Cl:28][C:29]1[CH:30]=[C:31]([S:35]([NH2:38])(=[O:37])=[O:36])[S:32][C:33]=1[Cl:34].Cl>CN(C)C1C=CN=CC=1.C(Cl)Cl>[CH3:1][C:2]1[C:10]2[C:5](=[C:6](/[CH:11]=[CH:12]/[C:13]([NH:38][S:35]([C:31]3[S:32][C:33]([Cl:34])=[C:29]([Cl:28])[CH:30]=3)(=[O:36])=[O:37])=[O:15])[CH:7]=[CH:8][CH:9]=2)[NH:4][CH:3]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 37220944,5-Dichlorothiophene-2-sulfonamideHCID 44627932HCID 44627932, 화합물

생성물 1

HCID 66917833HCID 66917833, 화합물

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매2회

실험 절차

(E)-3-(3-Methyl-1H-indol-7-yl)-acrylic acid (I-7) (1 mmol), 4-dimethyaminopyridine (DMAP, 2 mmol) and 1-[3-(dimethyamino)propyl]-3-ethylcarbodiimide hydrochloride (EDCI, 2 mmol) in CH2Cl2 (30 mL) was added 4,5-dichloro-thiophene-2-sulfonic acid amide (1.1 mmol). The reaction mixture was stirred at room temperature for 24-40 hr. Recation mixture was diluted with another 30 ml of dichloromethane and then acidified with 10% aqueous HCl solution until pH˜1-2 (pH stripes). Organic layers was washed with saturated brine, dried over anhydrous Na2SO4 and concentrated under reduced pressure to provide the crude product which was purified by flash chromatography (silica gel, CH2Cl2; CH2Cl2/EtOAc/hexane=1:10:20-1:20:10) to afford desired product, I-9. 1H-NMR (500 MHz, CDCl3) ESI M.S. gave (M−1): 436.4 with 88%.

후처리

  1. washOrganic layers was washed with saturated brine
  2. dry with materialdried over anhydrous Na2SO4
  3. concentrationconcentrated under reduced pressure
  4. customto provide the crude product which
  5. customwas purified by flash chromatography (silica gel, CH2Cl2; CH2Cl2/EtOAc/hexane=1:10:20-1:20:10)

출처 및 근거

ORD 기록
ord-e82ac1854bf24e4ea8f23188f701d06b
출처 데이터셋
uspto-grants-2009_10
특허 번호
US07598397B2

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