Ammonia → 2-(6-Bromopyridin-2-yl)-2-hydroxyacetamide

HRID 1500201노트

반응식

HRID 1500201 반응식
[Br:1][C:2]1[N:7]=[C:6]([CH:8]([OH:13])[C:9](OC)=[O:10])[CH:5]=[CH:4][CH:3]=1.[NH4+:14].[Cl-].N>CO>[Br:1][C:2]1[N:7]=[C:6]([CH:8]([OH:13])[C:9]([NH2:14])=[O:10])[CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 222AmmoniaHCID 25517Ammonium ChlorideHCID 59825086Methyl 2-(6-bromopyridin-2-yl)-2-hydroxyacetate

생성물 1

HCID 898154332-(6-Bromopyridin-2-yl)-2-hydroxyacetamide

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A mixture of methyl 2-(6-bromopyridin-2-yl)-2-hydroxyacetate (0.5, g, 2.03 mmol), NH4Cl (0.1, g) and NH3, (4N in MeOH) was shaken at room temperature over night. The solvent was removed under vacuum then added water (5, mL) and CHCl3, (20, mL) The organic layer was concentrated and purified by chromatographed over silica gel with 50% EtOAc in hexanes to yield 2-(6-bromopyridin-2-yl)-2-hydroxyacetamide as a yellow solid (0.2, g, 16%). 1H NMR (600, MHz, DMSO-d6) 7.77, (1H, dd, J=7.8, & 8.4, Hz), 7.58, (1H, d, J=8.4, Hz), 7.51-7.52, (2H, m), 7.35, (1 H, s), 6.23, (1H, d, J=0.5, Hz, —OH), 4.91 (1H, d, J=0.6, Hz).

후처리

  1. customThe solvent was removed under vacuum
  2. concentrationadded water (5, mL) and CHCl3, (20, mL) The organic layer was concentrated
  3. custompurified
  4. customby chromatographed over silica gel with 50% EtOAc in hexanes

출처 및 근거

ORD 기록
ord-eca519a3a8374bc2b3b91d67ec1a8cce
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09206127B2

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