Iodine → Methyl 6-amino-5-iodo-2-methylnicotinate

HRID 526006노트

반응식

HRID 526006 반응식
I([O-])(=O)(=O)=O.[Na+].[I:7]I.[NH2:9][C:10]1[CH:19]=[CH:18][C:13]([C:14]([O:16][CH3:17])=[O:15])=[C:12]([CH3:20])[N:11]=1.S([O-])([O-])(=O)=S.[Na+].[Na+]>CN(C=O)C.O>[NH2:9][C:10]1[C:19]([I:7])=[CH:18][C:13]([C:14]([O:16][CH3:17])=[O:15])=[C:12]([CH3:20])[N:11]=1

참가 물질

7

반응물 4

HCID 807IodineHCID 24477Sodium ThiosulfateHCID 23667635Sodium periodateHCID 55252884Methyl 6-amino-2-methylpyridine-3-carboxylate

생성물 1

HCID 59747893Methyl 6-amino-5-iodo-2-methylnicotinate

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

반응 조건

온도
50 °C

실험 절차

Sodium periodate (4.05 g, 18.9 mmol) and iodine (9.62 g, 37.9 mmol) were added to a solution of methyl 6-amino-2-methylnicotinate (8.40 g, 50.5 mmol) in DMF (45 ml), and the mixture was then stirred at 50° C. for 1.5 hours. The reaction mixture was added to a cold solution of 250 ml of saturated sodium thiosulphate solution in 150 ml of water. The solid formed was filtered off with suction, washed with water and dried. This gave 13.4 mg (88.9% of theory) of methyl 6-amino-5-iodo-2-methylnicotinate. HPLC-MS: log P=1.55; mass (m/z): 293.0 (M+H)+; 1H-NMR (D6DMSO) 2.50 (s, 3H), 3.74 (s, 3H), 6.81 (br. s, 1H), 8.25 (s, 1H).

후처리

  1. customThe solid formed
  2. filtrationwas filtered off with suction
  3. washwashed with water
  4. customdried

출처 및 근거

ORD 기록
ord-9a9b0fc43e0b408da246b9ba35be96df
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09345247B2

반응 노트

불러오는 중…