Triethylamine → 3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-N-(2-hydroxy-ethoxy)-5-(2-oxo-tetrahydro-pyrimidin-1-ylmethyl)-benzamide

HRID 2038656

반응식

HRID 2038656 반응식
[NH2:1][CH2:2][CH2:3][CH2:4][NH:5][CH2:6][C:7]1[C:8]([F:30])=[C:9]([F:29])[C:10]([NH:20][C:21]2[CH:26]=[CH:25][C:24]([I:27])=[CH:23][C:22]=2[F:28])=[C:11]([CH:19]=1)[C:12]([NH:14][O:15][CH2:16][CH2:17][OH:18])=[O:13].C1C(=O)N(OC(ON2C(=O)CCC2=O)=O)[C:33](=[O:34])C1.C(N(CC)CC)C>C1COCC1.CC#N>[F:29][C:9]1[C:10]([NH:20][C:21]2[CH:26]=[CH:25][C:24]([I:27])=[CH:23][C:22]=2[F:28])=[C:11]([CH:19]=[C:7]([CH2:6][N:5]2[CH2:4][CH2:3][CH2:2][NH:1][C:33]2=[O:34])[C:8]=1[F:30])[C:12]([NH:14][O:15][CH2:16][CH2:17][OH:18])=[O:13]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 676246Di(succinimido) carbonateHCID 593479915-[(3-amino-propylamino)-methyl]-3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-N-(2-hydroxy-ethoxy)-benzamide

생성물 1

HCID 115704243,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-N-(2-hydroxy-ethoxy)-5-(2-oxo-tetrahydro-pyrimidin-1-ylmethyl)-benzamide수율 61.2%

시약·촉매·용매 1

HCID 22177404Acetonitrile tetrahydrofuran용매

실험 절차

The amine synthesized in Step A (66.4 mg, 0.1233 mmol) was dissolved in THF:CH3CN (1:1 v/v, 3.0 ml). N,N-disuccinimidyl carbonate (47.4 mg, 1.5 eq., 0.1849 mmol) and triethylamine (103.1 μl, 6.0 eq., 0.7398 mmol) were added sequentially to this solution, and the mixture was stirred at room temperature for 20 hours. The solvent was removed under reduced pressure, and the residue was purified by LC/MS to give white crystals (42.6 mg).

후처리

  1. customThe solvent was removed under reduced pressure
  2. customthe residue was purified by LC/MS

출처 및 근거

ORD 기록
ord-cb017b8eb39d4e5ca03e452baacee576
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08575391B2

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