Triethylamine → HCID 12150105、化合物

HRID 1884609ノート

反応式

HRID 1884609 の反応式
[C:1]([C:5]1[CH:6]=[C:7]([NH:30][S:31]([CH3:34])(=[O:33])=[O:32])[C:8]([O:28][CH3:29])=[C:9]([NH:11][C:12](=[O:27])[NH:13][C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:17]([C:24](O)=[O:25])=[CH:16][CH:15]=2)[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N(CC)CC)C.[CH3:64][O:65][C:66](=[O:74])[CH2:67][CH:68]1[O:73][CH2:72][CH2:71][NH:70][CH2:69]1>CN(C=O)C>[CH3:64][O:65][C:66](=[O:74])[CH2:67][CH:68]1[O:73][CH2:72][CH2:71][N:70]([C:24]([C:17]2[C:18]3[C:23](=[CH:22][CH:21]=[CH:20][CH:19]=3)[C:14]([NH:13][C:12]([NH:11][C:9]3[CH:10]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH:6]=[C:7]([NH:30][S:31]([CH3:34])(=[O:33])=[O:32])[C:8]=3[O:28][CH3:29])=[O:27])=[CH:15][CH:16]=2)=[O:25])[CH2:69]1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 12150104HCID 12150104、化合物HCID 12150106Methyl (morpholin-2-yl)acetate

生成物 1

HCID 12150105HCID 12150105、化合物収率 72%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

95 mg (0.24 mmol) of 4-[3-(5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenyl)-ureido]-naphthalene-1-carboxylic acid (Example 17) was dissolved in 1 mL of DMF. To this clear solution was added sequentially, 139 mg (0.44 mmol) of TBTU, and 102 microL (0.73 mmol) of triethylamine. The clear yellow solution was stirred for 5 min, then 50 mg (0.31 mmol) of morpholin-2-yl-acetic acid methyl ester (Loftus, F. Syn. Commun. 1980, 10, 59) was added. The reaction was stirred overnight, then concentrated in vacuo. The resulting amber oil was extracted with EtOAc and water, brine, and then dried over magnesium sulfate. Concentration in vacuo provide an amber oil which was purified on silica gel, eluting with 5% MeOH-methylene chloride to provide 93 mg (72%) of the title compound as a viscous oil.

後処理

  1. additionTo this clear solution was added sequentially
  2. stirringThe reaction was stirred overnight
  3. concentrationconcentrated in vacuo
  4. extractionThe resulting amber oil was extracted with EtOAc and water, brine
  5. dry with materialdried over magnesium sulfate
  6. concentrationConcentration in vacuo
  7. customprovide an amber oil which
  8. customwas purified on silica gel
  9. washeluting with 5% MeOH-methylene chloride

出典と根拠

ORDレコード
ord-4b4900b1e96e4fc4ab660786fddda639
出典データセット
uspto-grants-2004_07
特許番号
US06765009B2

反応ノート

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