Dichloromethane → HCID 178482257、化合物

HRID 1189672ノート

反応式

HRID 1189672 の反応式
[F:1][C:2]([F:30])([F:29])[C@H:3]1[CH2:8][CH2:7][C@H:6]([NH:9][C:10](=[O:28])[C:11]2[CH:16]=[C:15]([N+:17]([O-:19])=[O:18])[C:14]([NH:20][CH3:21])=[CH:13][C:12]=2[N:22]([CH3:27])[CH2:23][C:24]([NH2:26])=O)[CH2:5][CH2:4]1.CC[N+](S(N=C(OC)[O-])(=O)=O)(CC)CC.C(Cl)Cl.C1COCC1>C([O-])(O)=O.[Na+]>[F:1][C:2]([F:29])([F:30])[C@H:3]1[CH2:8][CH2:7][C@H:6]([NH:9][C:10](=[O:28])[C:11]2[CH:16]=[C:15]([N+:17]([O-:19])=[O:18])[C:14]([NH:20][CH3:21])=[CH:13][C:12]=2[N:22]([CH3:27])[CH2:23][C:24]#[N:26])[CH2:5][CH2:4]1

参加物

6

反応物 4

HCID 6344DichloromethaneHCID 8028TetrahydrofuranHCID 2724994Methyl N-(triethylammoniosulfonyl)carbamateHCID 178482258HCID 178482258、化合物

生成物 1

HCID 178482257HCID 178482257、化合物

試薬・触媒・溶媒 1

HCID 516892Sodium Bicarbonate溶媒

実験手順

A mixture of N-(trans-4-trifluoromethyl-cyclohexyl)-2-[N-methyl-N-aminocarbonylmethyl-amino]-4-methylamino-5-nitro-benzoic acid amide (compound IIIa, 45 mg, 0.104 mmol), Burgess reagent (27 mg, 0.11 mmol, +20 mg after 0.5 h, +15 mg after 2.5 h, +20 mg after 16 h), DCM (2 mL) and THF (2 mL) is stirred for 2.5 h at rt, then for 13.5 h at 40° C. and then for 2 h at reflux. The mixture is diluted with sat aq NaHCO3, extracted with EtOAc and the combined organic phases are dried with Na2SO4, filtered and concentrated and directly used in the next step. Yield: 80 mg. HPLC Rt=1.36 min (method A). MS m/z: 414 [M+H]+.

後処理

  1. waitfor 13.5 h at 40° C.
  2. temperaturefor 2 h at reflux
  3. extractionextracted with EtOAc
  4. dry with materialthe combined organic phases are dried with Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-a8762f9aa2fc4f048fdc6c1917a8854a
出典データセット
uspto-grants-2014_03
特許番号
US08674113B2

反応ノート

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