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Cesium carbonate → HCID 117643277、化合物

HRID 2171280
ノート
印刷プレビュー

反応式

HRID 2171280 の反応式
[NH2:1][C:2]1(C)[CH:7]=C[CH:5]=[N:4][CH2:3]1.[C:9](=[O:12])([O-])[O-:10].[Cs+].[Cs+].C[C:16]1(C)[C:42]2[C:37](=[C:38](P(C3C=CC=CC=3)C3C=CC=CC=3)[CH:39]=[CH:40][CH:41]=2)OC2C(P(C3C=CC=CC=3)C3C=CC=CC=3)=CC=CC1=2.Cl[C:58]1[N:63]=[C:62]([NH:64][CH:65]2[CH2:70][CH2:69][N:68](C(OCC3C=CC=CC=3)=O)[CH2:67][CH:66]2[N:81]2[C:89](=[O:90])[C:88]3[C:83](=[CH:84][CH:85]=[CH:86][CH:87]=3)[C:82]2=[O:91])[C:61]([F:92])=[CH:60][C:59]=1[C:93]#[N:94].O1[CH2:100][CH2:99]OCC1>C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[C:93]([C:59]1[CH:60]=[C:61]([F:92])[C:62]([NH:64][CH:65]2[CH2:70][CH2:69][N:68]([C:9]([O:10][CH2:16][C:42]3[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=3)=[O:12])[CH2:67][CH:66]2[N:81]2[C:82](=[O:91])[C:83]3[C:88](=[CH:87][CH:86]=[CH:85][CH:84]=3)[C:89]2=[O:90])=[N:63][C:58]=1[NH:1][C:2]1[CH:3]=[N:4][CH:5]=[C:99]([CH3:100])[CH:7]=1)#[N:94]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 10796Cesium carbonateHCID 312751,4-DioxaneHCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 89174215HCID 89174215、化合物HCID 117643958HCID 117643958、化合物

生成物 1

HCID 117643277HCID 117643277、化合物

試薬・触媒・溶媒

1
HCID 9811564Bis(dibenzylideneacetone)palladium触媒

実験手順

3-Amino-3-methylpyridine (9 mg), cesium carbonate (45 mg), Pd2(dba)3 (10 mg), and Xantphos (12 mg) were added to a dioxane (3 ml) solution containing benzyl 4-((6-chloro-5-cyano-3-fluoropyridin-2-yl)amino)-3-(1,3-dioxoisoindolin-2-yl)piperidin-1-carboxylate (37 mg), followed by microwave irradiation (Initiator™, 160° C., 10 minutes, 2.45 GHz, 0-240 W). The obtained residue was filtered through Celite and filter cake was washed with ethyl acetate. Subsequently, the solvent was distilled away from the filtrate under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1 to 1:1). Yellow oily matter of benzyl 4-((5-cyano-3-fluoro-6-((5-methylpyridin-3-yl)amino)pyridin-2-yl)amino)-3-(1,3-dioxoisoindolin-2-yl)piperidin-1-carboxylate (28 mg) was thus obtained.

後処理

  1. customfollowed by microwave irradiation (Initiator™, 160° C., 10 minutes, 2.45 GHz, 0-240 W)
  2. filtrationThe obtained residue was filtered through Celite
  3. filtrationfilter cake
  4. washwas washed with ethyl acetate
  5. distillationSubsequently, the solvent was distilled away from the filtrate under reduced pressure
  6. customThe obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1 to 1:1)

出典と根拠

ORDレコード
ord-4492ee030fb946bfaf76680e36f1553c
出典データセット
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09051310B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート