Formaldehyde → 4-[(1R,5S)-3-Aza-bicyclo[3.1.0]hex-3-ylmethyl]-3,5-dimethyl-1H-pyrrole-2-carbaldehyde

HRID 44247노트

반응식

HRID 44247 반응식
[C@@H:1]12[CH2:6][C@@H:5]1[CH2:4][NH:3][CH2:2]2.[CH3:7][C:8]1[CH:12]=[C:11]([CH3:13])[NH:10][C:9]=1[CH:14]=[O:15].[CH2:16]=O>C(O)(=O)C.O>[C@@H:1]12[CH2:6][C@@H:5]1[CH2:4][N:3]([CH2:16][C:12]1[C:8]([CH3:7])=[C:9]([CH:14]=[O:15])[NH:10][C:11]=1[CH3:13])[CH2:2]2

참가 물질

6

반응물 3

HCID 712FormaldehydeHCID 2704653,5-Dimethyl-1H-pyrrole-2-carbaldehydeHCID 13150524(1R,5S)-3-azabicyclo[3.1.0]hexane

생성물 1

HCID 866624284-[(1R,5S)-3-Aza-bicyclo[3.1.0]hex-3-ylmethyl]-3,5-dimethyl-1H-pyrrole-2-carbaldehyde

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

To a solution of (1R,5S)-3-aza-bicyclo[3.1.0]hexane (10 mmoles) in acetic acid (10 ml) there are added 10 mmoles of 3,5-dimethyl-1H-pyrrole-2-carbaldehyde and formaldehyde (11 mmoles) 37% in water. The reaction mixture is stirred overnight at ambient temperature and then evaporated to dryness. Purification by flash chromatography on silica gel (SiO2; heptane/AcOEt) and then trituration in heptane to yield the title product.

후처리

  1. customevaporated to dryness
  2. customPurification by flash chromatography on silica gel (SiO2; heptane/AcOEt)

출처 및 근거

ORD 기록
ord-54cd1d7cd4c54687872c3f05d45b0da9
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541412B2

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