3-Methyl-5-isoxazolecarboxylic acid → HCID 86759118, 화합물

HRID 396726

반응식

HRID 396726 반응식
[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]([OH:9])=O)[CH:3]=1.F[P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2N=CC=CC=2N=N1.C(N(C(C)C)CC)(C)C.[NH2:43][C@@H:44]([C:50]1[CH:51]=[C:52]2[C:57](=[CH:58][CH:59]=1)[N:56]([C:60]([O:62][C:63]([CH3:66])([CH3:65])[CH3:64])=[O:61])[CH2:55][CH2:54][CH2:53]2)[CH2:45][C:46]([O:48][CH3:49])=[O:47]>CN(C)C=O>[C:60]([N:56]1[C:57]2[C:52](=[CH:51][C:50]([C@H:44]([NH:43][C:7]([C:4]3[CH:3]=[C:2]([CH3:1])[O:6][N:5]=3)=[O:9])[CH2:45][C:46]([O:48][CH3:49])=[O:47])=[CH:59][CH:58]=2)[CH2:53][CH2:54][CH2:55]1)([O:62][C:63]([CH3:66])([CH3:65])[CH3:64])=[O:61]

참가 물질

6

반응물 4

HCID 769473-Methyl-5-isoxazolecarboxylic acidHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 69563649HCID 69563649, 화합물

생성물 1

HCID 86759118HCID 86759118, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 5-methyl-isoxazole-3-carboxylic acid (65 mg) in dimethylformamide (30 ml) was treated successively with O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (190 mg), diisopropylethylamine (1 ml) and methyl (R) 3-amino-3-(1-boc-1,2,3,4-tetrahydro-quinolin-6-yl)-propionate (200 mg, Reference Example 14). After standing at room temperature overnight the mixture was evaporated to low bulk and the residue partitioned between ethyl acetate and dilute hydrochloric acid. The layers were separated and the organic layer was washed with sodium carbonate solution, dried, and evaporated. The residue was purified by flash chromatography to give the title compound as an orange gum, 310 mg.

후처리

  1. customthe mixture was evaporated to low bulk
  2. customthe residue partitioned between ethyl acetate and dilute hydrochloric acid
  3. customThe layers were separated
  4. washthe organic layer was washed with sodium carbonate solution
  5. customdried
  6. customevaporated
  7. customThe residue was purified by flash chromatography

출처 및 근거

ORD 기록
ord-e93d24a103e14d3699559b4987aab17e
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06608084B1

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