Hydrochloric Acid → 2,3-dihydro-1H-pyrrolo(3,4-c)pyridine

HRID 624246노트

반응식

HRID 624246 반응식
Cl.[CH:2]([C:5](C(C)C)([CH:8]([CH3:10])C)[CH2:6][NH2:7])([CH3:4])[CH3:3].[N:14](C1C=CC(B2OC(C)(C)C(C)(C)O2)=CC=1)=C=O>CN(C)C=O.O1CCCC1>[CH2:6]1[C:5]2[CH:8]=[CH:10][N:14]=[CH:4][C:2]=2[CH2:3][NH:7]1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 437068HCID 437068, 화합물HCID 27734742-(4-Isocyanatophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

생성물 1

HCID 15194172,3-dihydro-1H-pyrrolo(3,4-c)pyridine

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
-15 °C

실험 절차

HCl (1.55 g, 8.03 mmol) was suspended in dimethylformamide (30 ml) and treated with triisopropylethylamine (4.21 ml, 24.08 mmol). After stirring for 20 minutes, the mixture was cooled to −15° C. 2-(4-Isocyanatophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (2.028 g, 8.03 mmol) was dissolved in 10 ml tetrahydrofuran and added via syringe over 10 minutes. The mixture was allowed to warm to room temperature, and it was stirred for 3 hours and concentrated under a stream of nitrogen to minimal volume. The residue was diluted with cold water to give a turbid mixture which was filtered with water washes to provide the title compound after drying.

후처리

  1. additionadded via syringe over 10 minutes
  2. temperatureto warm to room temperature
  3. stirringit was stirred for 3 hours
  4. concentrationconcentrated under a stream of nitrogen to minimal volume
  5. additionThe residue was diluted with cold water
  6. customto give a turbid mixture which
  7. filtrationwas filtered with water

출처 및 근거

ORD 기록
ord-4354085bbccd42b08bc76929c93c6ed7
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09302989B2

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