Phosphorus oxychloride → ethyl-7-chloro-2-methyl-1H-pyrrolo[3,2-b]pyridine-3-carboxylate

HRID 2410935노트

반응식

HRID 2410935 반응식
O[C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[C:8]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[C:9]([CH3:11])[NH:10][C:3]=12.O=P(Cl)(Cl)[Cl:19]>C(#N)C>[CH2:15]([O:14][C:12]([C:8]1[C:4]2=[N:5][CH:6]=[CH:7][C:2]([Cl:19])=[C:3]2[NH:10][C:9]=1[CH3:11])=[O:13])[CH3:16]

참가 물질

4

반응물 2

HCID 24813Phosphorus oxychlorideHCID 178469265HCID 178469265, 화합물

생성물 1

HCID 67774803ethyl-7-chloro-2-methyl-1H-pyrrolo[3,2-b]pyridine-3-carboxylate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

Ethyl 7-hydroxy-2-methyl-1H-pyrrolo[3,2-b]pyridine-3-carboxylate (44.0 g, 0.20 mol) is suspended in dry acetonitrile (400 mL). After addition of POCl3 (47 mL, 0.50 mol) the stirred reaction mixture is heated to reflux for 4 hours. The volatiles are removed under reduced pressure. The residue is suspended in ice-cold water (500 mL) and carefully neutralized to pH 8 by dropwise addition of 6N NaOH. Stirring is continued at ambient temperature over night. The pH is readjusted to 8, the product is filtered, washed with several small portions of water and dried in vacuum at 50° C. for 24 hours to yield the title compound as off-white solid.

후처리

  1. customthe stirred reaction mixture
  2. temperatureis heated
  3. temperatureto reflux for 4 hours
  4. customThe volatiles are removed under reduced pressure
  5. additioncarefully neutralized to pH 8 by dropwise addition of 6N NaOH
  6. waitis continued at ambient temperature over night
  7. filtrationthe product is filtered
  8. washwashed with several small portions of water
  9. customdried in vacuum at 50° C. for 24 hours

출처 및 근거

ORD 기록
ord-166ec474213f4b688f1929c4f34a363c
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08816085B2

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