1-Hydroxybenzotriazole → HCID 86649289、化合物

HRID 2192775ノート

反応式

HRID 2192775 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:13][C@@H:12]([N:14]([C:19]([C:21]2[C:22]([NH:31][CH2:32][C:33]3[O:34][CH:35]=[CH:36][CH:37]=3)=[N:23][C:24]([C:27]([CH3:30])([CH3:29])[CH3:28])=[N:25][CH:26]=2)=[O:20])[CH2:15][CH:16]([CH3:18])[CH3:17])[CH2:11][C@@H:10]([C:38](O)=[O:39])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.Cl.Cl.[CH3:64][C:65]1([OH:71])[CH2:70][CH2:69][NH:68][CH2:67][CH2:66]1>C(#N)C.C(N(CC)CC)C>[C:27]([C:24]1[N:23]=[C:22]([NH:31][CH2:32][C:33]2[O:34][CH:35]=[CH:36][CH:37]=2)[C:21]([C:19]([N:14]([CH2:15][CH:16]([CH3:18])[CH3:17])[C@@H:12]2[CH2:11][C@H:10]([C:38]([N:68]3[CH2:69][CH2:70][C:65]([OH:71])([CH3:64])[CH2:66][CH2:67]3)=[O:39])[CH2:9][N:8]([C:6]([O:5][C:1]([CH3:2])([CH3:4])[CH3:3])=[O:7])[CH2:13]2)=[O:20])=[CH:26][N:25]=1)([CH3:28])([CH3:29])[CH3:30]

参加物

7

反応物 4

HCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 219492954-Methylpiperidin-4-ol hydrochlorideHCID 59625458(3R*,5S*)-1-(tert-butoxycarbonyl)-5-[({2-tert-butyl-4-[(2-furylmethyl)amino]pyrimidin-5-yl}carbonyl)(isobutyl)amino]piperidine-3-carboxylic acid

生成物 1

HCID 86649289HCID 86649289、化合物収率 94.3%

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 8471Triethylamine溶媒

実験手順

(3R*,5S*)-1-(tert-Butoxycarbonyl)-5-[({2-tert-butyl-4-[(2-furylmethyl)amino]pyrimidin-5-yl}carbonyl)(isobutyl)amino]piperidine-3-carboxylic acid (100 mg), HOBt (41 mg) and WSC.HCl (52 mg) were dissolved in acetonitrile (3 ml), 4-methylpiperidin-4-ol monohydrochloride (27 mg) and triethylamine (75 μl) were added and the mixture was stirred at room temperature for 15 hr. The reaction mixture was concentrated, the residue was diluted with water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography. The fraction eluted with ethyl acetate-hexane (1:5-3:1) was concentrated under reduced pressure to give the object compound (110 mg).

後処理

  1. concentrationThe reaction mixture was concentrated
  2. additionthe residue was diluted with water
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe extract was washed with saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThe solvent was evaporated under reduced pressure
  7. customthe residue was purified by silica gel column chromatography
  8. washThe fraction eluted with ethyl acetate-hexane (1:5-3:1)
  9. concentrationwas concentrated under reduced pressure

出典と根拠

ORDレコード
ord-437778e8b1e94f19bccafca079ffdcdb
出典データセット
uspto-grants-2012_12
特許番号
US08329691B2

反応ノート

読み込み中…