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

HRID 624246ノート

反応式

HRID 624246 の反応式
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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-15 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-4354085bbccd42b08bc76929c93c6ed7
出典データセット
uspto-grants-2016_04
特許番号
US09302989B2

反応ノート

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