Iodine chloride → 3-(2-Fluoro-4-iodo-phenylamino)-1-methyl-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid ethyl ester

HRID 2264899노트

반응식

HRID 2264899 반응식
[CH2:1]([O:3][C:4]([C:6]1[N:14]([CH3:15])[C:13]2[CH:12]=[CH:11][N:10]=[CH:9][C:8]=2[C:7]=1[NH:16][C:17]1[CH:22]=[CH:21][C:20]([Si](C)(C)C)=[CH:19][C:18]=1[F:27])=[O:5])[CH3:2].[I:28]Cl>C(Cl)Cl>[CH2:1]([O:3][C:4]([C:6]1[N:14]([CH3:15])[C:13]2[CH:12]=[CH:11][N:10]=[CH:9][C:8]=2[C:7]=1[NH:16][C:17]1[CH:22]=[CH:21][C:20]([I:28])=[CH:19][C:18]=1[F:27])=[O:5])[CH3:2]

참가 물질

4

반응물 2

HCID 24640Iodine chlorideHCID 595964973-(2-Fluoro-4-trimethylsilanyl-phenylamino)-1-methyl-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid ethyl ester

생성물 1

HCID 595965873-(2-Fluoro-4-iodo-phenylamino)-1-methyl-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid ethyl ester수율 52%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 3-(2-fluoro-4-trimethylsilanyl-phenylamino)-1-methyl-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid ethyl ester (37.0 g, 96.0 mmol) in CH2Cl2 (500 mL) was cooled to 0-5° C. and treated dropwise with iodine monochloride solution (211 mL, 1M in CH2Cl2). The mixture was allowed to warm and stirring continued for 1 hour. The solution was washed with aqueous sodium thiosulfate solution, dried (MgSO4) and evaporated in vacuo. The resultant residue was triturated with ethyl acetate to give the title compound (21.8 g, 52%) as a yellow solid. LCMS (method B): RT=2.48 min, M+H+=440.

후처리

  1. temperatureto warm
  2. washThe solution was washed with aqueous sodium thiosulfate solution
  3. dry with materialdried (MgSO4)
  4. customevaporated in vacuo
  5. customThe resultant residue was triturated with ethyl acetate

출처 및 근거

ORD 기록
ord-4f9683a1d6f44084b94d4d6b6ecbc133
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07855216B2

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