4-Methylmorpholine → 4-[4-Amino-5-(2,3-difluoro-6-methoxy-benzoyl)-pyrimidin-2-ylamino]-piperidine-1-sulfonic Acid acetyl-amide

HRID 1371750노트

반응식

HRID 1371750 반응식
[NH2:1][C:2]1[C:7]([C:8](=[O:19])[C:9]2[C:14]([O:15][CH3:16])=[CH:13][CH:12]=[C:11]([F:17])[C:10]=2[F:18])=[CH:6][N:5]=[C:4]([NH:20][CH:21]2[CH2:26][CH2:25][N:24]([S:27]([NH2:30])(=[O:29])=[O:28])[CH2:23][CH2:22]2)[N:3]=1.CN(C1C=CC=CN=1)C.CN1CC[O:44][CH2:43][CH2:42]1>ClCCl.C(OC(=O)C)(=O)C>[C:43]([NH:30][S:27]([N:24]1[CH2:25][CH2:26][CH:21]([NH:20][C:4]2[N:3]=[C:2]([NH2:1])[C:7]([C:8](=[O:19])[C:9]3[C:14]([O:15][CH3:16])=[CH:13][CH:12]=[C:11]([F:17])[C:10]=3[F:18])=[CH:6][N:5]=2)[CH2:22][CH2:23]1)(=[O:28])=[O:29])(=[O:44])[CH3:42]

참가 물질

6

반응물 3

HCID 79724-MethylmorpholineHCID 218852-DimethylaminopyridineHCID 100720334-[4-Amino-5-(2,3-difluoro-6-methoxy-benzoyl)-pyrimidin-2-ylamino]-piperidine-1-sulfonic acid amide

생성물 1

HCID 104804674-[4-Amino-5-(2,3-difluoro-6-methoxy-benzoyl)-pyrimidin-2-ylamino]-piperidine-1-sulfonic Acid acetyl-amide

시약·촉매·용매 2

HCID 7918Acetic Anhydride촉매HCID 6344Dichloromethane용매

실험 절차

4-[4-Amino-5-(2,3-difluoro-6-methoxy-benzoyl)-pyrimidin-2-ylamino]-piperidine-1-sulfonic acid amide (50 mg, Example 285) in dichloromethane (10 mL), N-methyl morpholine (0.1 mL, Aldrich) and dimethylaminopyridine (1 mg, Aldrich) was chilled in ice and added acetic anhydride (5 drops). The mixture was stirred cold for two hours and quenched with methanol. The mixture was evaporated to dryness and chromatographed on silica gel (dichloromethane, then ethyl acetate). Fractions corresponding to product were combined and crystallized from dichloromethane/ethyl ether to give 45 mg of colorless material, MP 153° C. (dec). MS(ES) MH+ 485

후처리

  1. customquenched with methanol
  2. customThe mixture was evaporated to dryness
  3. customchromatographed on silica gel (dichloromethane
  4. customcrystallized from dichloromethane/ethyl ether

출처 및 근거

ORD 기록
ord-021286d23e96454981589742266038a1
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07157455B2

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