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

HRID 1371750ノート

反応式

HRID 1371750 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 7918Acetic Anhydride触媒HCID 6344Dichloromethane溶媒

実験手順

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

後処理

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

出典と根拠

ORDレコード
ord-021286d23e96454981589742266038a1
出典データセット
uspto-grants-2007_01
特許番号
US07157455B2

反応ノート

読み込み中…