Ammonium Chloride → HCID 22481693, 화합물

HRID 2181662노트

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HRID 2181662 반응식
[CH3:1][O:2][C:3]([C:5]1[CH:16]=[CH:15][C:8]2[CH:9]=[C:10]([C:12](O)=[O:13])[O:11][C:7]=2[CH:6]=1)=[O:4].C[N:18](C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.[NH4+].[Cl-]>CN(C=O)C.[Na+].[Cl-]>[NH2:18][C:12]([C:10]1[O:11][C:7]2[CH:6]=[C:5]([C:3]([O:2][CH3:1])=[O:4])[CH:16]=[CH:15][C:8]=2[CH:9]=1)=[O:13]

참가 물질

7

반응물 4

HCID 25517Ammonium ChlorideHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 69795215HCID 69795215, 화합물

생성물 1

HCID 22481693HCID 22481693, 화합물수율 81%

시약·촉매·용매 2

HCID 5234Sodium Chloride용매HCID 6228Dimethylformamide용매

실험 절차

6-(Methoxycarbonyl)-1-benzofuran-2-carboxylic acid (220 mg, 1.0 mmol) is combined with HATU (570 mg, 1.5 mmol) in DMF (4 mL). The mixture is treated portionwise with DIEA (350 μL, 2.0 mmol) and NH4Cl (183 mg, 3.4 mmol) and stirred for 3 h. The mixture is diluted with saturated NaCl (50 mL) and extracted with EtOAc (3×20 mL). The combined organics are washed with 2N HCl (2×10 mL), followed by water (2×10 mL), saturated NaHCO3 (2×10 mL) and additional H2O (2×10 mL) then dried (Na2SO4) and concentrated to afford 177 mg (81%) of methyl 2-(aminocarbonyl)-1-benzofuran-6-carboxylate as an orange-brown solid. HRMS (FAB) calcd for C11H9NO4+H: 220.0610, found 220.0603 M+H)+.

후처리

  1. extractionextracted with EtOAc (3×20 mL)
  2. washThe combined organics are washed with 2N HCl (2×10 mL)
  3. dry with materialthen dried (Na2SO4)
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-b097c372d45a4c8eb26f40417e0db713
출처 데이터셋
uspto-grants-2005_05
특허 번호
US06894042B2

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