Trifluoroacetic acid → HCID 9861312、化合物

HRID 411270ノート

反応式

HRID 411270 の反応式
C(OC([NH:8][C:9]1[C:19]([CH3:20])=[CH:18][C:12]([O:13][CH2:14][C:15]([OH:17])=O)=[C:11]([CH3:21])[C:10]=1[CH3:22])=O)(C)(C)C.C(OC([N:30]1[CH2:35][CH2:34][CH:33]([NH:36][CH3:37])[CH2:32][CH2:31]1)=O)(C)(C)C.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.C(=O)([O-])O.[Na+].FC(F)(F)C(O)=O>CN(C)C=O.C(Cl)Cl.C(N(CC)CC)C>[NH2:8][C:9]1[C:19]([CH3:20])=[CH:18][C:12]([O:13][CH2:14][C:15]([N:36]([CH3:37])[CH:33]2[CH2:34][CH2:35][NH:30][CH2:31][CH2:32]2)=[O:17])=[C:11]([CH3:21])[C:10]=1[CH3:22]

参加物

9

反応物 5

HCID 6422Trifluoroacetic acidHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 516892Sodium BicarbonateHCID 15380702tert-Butyl 4-(methylamino)piperidine-1-carboxylateHCID 22048569HCID 22048569、化合物

生成物 1

HCID 9861312HCID 9861312、化合物収率 82.8%

試薬・触媒・溶媒 3

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒HCID 8471Triethylamine溶媒

実験手順

A solution of 1.86 g of 2-[4-(tert-butoxycarbonylamino)-2,3,5-trimethylphenoxy]acetic acid, 1.43 g of 1-(tert-butoxycarbonyl)-4-methylaminopiperidine, 2.94 g of benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (BOP Reagent) and 1.26 ml of triethylamine in 30 ml of dimethylformamide was stirred over night at room temperature. Then, 15 ml of saturated sodium hydrogen carbonate solution was added to the reaction mixture and the mixture was extracted with ethyl acetate. The extract was washed with brine, dried and concentrated under reduced pressure to give a residue. The obtained residue was dissolved in 30 ml of methylene chloride, and to this solution was added 7.5 ml of trifluoroacetic acid at 0° C., then the mixture was stirred for 2 hours at room temperature. After removal of the solvent, the resultant residue was purified by silica gel column chromatography (methylene chloride:methanol=12:1) to give 1.52 g (81%) of the above-mentioned compound (1).

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with brine
  3. customdried
  4. concentrationconcentrated under reduced pressure
  5. customto give a residue
  6. customAfter removal of the solvent
  7. customthe resultant residue was purified by silica gel column chromatography (methylene chloride:methanol=12:1)

出典と根拠

ORDレコード
ord-f70f1ae023424d6aba6c3bd4f958eea2
出典データセット
uspto-grants-2003_05
特許番号
US06559146B1

反応ノート

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