Hydrochloric Acid → HCID 71087282, 화합물

HRID 2405090노트

반응식

HRID 2405090 반응식
[Br:1][C:2]1[C:6]2[CH:7]=[N:8][C:9]([C:11]([O:13]C)=[O:12])=[CH:10][C:5]=2[N:4]([CH2:15][CH3:16])[CH:3]=1.Cl>CCO.[OH-].[Na+]>[Br:1][C:2]1[C:6]2[CH:7]=[N:8][C:9]([C:11]([OH:13])=[O:12])=[CH:10][C:5]=2[N:4]([CH2:15][CH3:16])[CH:3]=1

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 67353647HCID 67353647, 화합물

생성물 1

HCID 71087282HCID 71087282, 화합물수율 98%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 14798Sodium Hydroxide용매

반응 조건

온도
80 °C

실험 절차

A mixture of methyl 3-bromo-1-ethyl-1H-pyrrolo[3,2-c]pyridine-6-carboxylate (3A, 3.0 g, 11 mmol) in EtOH (10 ml) and 1N NaOH (10 ml) was stirred at 80° C. for 5 days. The reaction mixture was acidified with 1N HCl, concentrated in vacuo and dried to give 3-bromo-1-ethyl-1H-pyrrolo[3,2-c]pyridine-6-carboxylic acid (3B, 2.8 g, 10 mmol, 98% yield) as a pale brown powder. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.42 (t, J=7.20 Hz, 3H) 4.49 (q, J=7.33 Hz, 2H) 8.35 (s, 1H) 8.65 (s, 1H) 8.91 (s, 1H). 3F In a 200 ml round bottom flask, methyl 3-bromo-1-methyl-1H-pyrrolo[3,2-c]pyridine-6-carboxylate (3E, 8.5 g, 32 mmol) was dissolved THF (50 ml) NaOH (32 ml, 63 mmol) solution was added to the mixture and the stirring continued at room temperature overnight. Another equivalent of base was added and the mixture was warmed with water bath to complete the reaction. Volatiles were removed in vacuo and the residue was cooled in an ice bath and neutralized with dilute HCl to pH 4.0-4.5. The precipitated product was collected by filtration to give the product 3-bromo-1-methyl-1H-pyrrolo[3,2-c]pyridine-6-carboxylic acid (3F, 7.3 g, 91%).

후처리

  1. concentrationconcentrated in vacuo
  2. customdried

출처 및 근거

ORD 기록
ord-1b4744aa8a0248f08b9171969993b7fe
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08802695B2

반응 노트

불러오는 중…