Sodium Iodide → 2,2-dimethylmalonic acid 5-{(R)-(4-{amino(2,2-dimethylpropoxycarbonylimino)methyl}phenylamino)-[2-fluoro-3-(2-hydroxyethoxy)-5-methoxyphenyl]methyl}-2-pyrimidin-2-yl-2H-[1,2,4]-triazol-3-yloxymethyl ester isopropyl ester

HRID 2089658

反応式

HRID 2089658 の反応式
[CH3:1][C:2]([CH3:46])([CH3:45])[CH2:3][O:4][C:5](=[O:44])[N:6]=[C:7]([NH2:43])[C:8]1[CH:13]=[CH:12][C:11]([NH:14][CH:15]([C:29]2[N:33]=[C:32]([O:34][CH2:35]Cl)[N:31]([C:37]3[N:42]=[CH:41][CH:40]=[CH:39][N:38]=3)[N:30]=2)[C:16]2[CH:21]=[C:20]([O:22][CH3:23])[CH:19]=[C:18]([O:24][CH2:25][CH2:26][OH:27])[C:17]=2[F:28])=[CH:10][CH:9]=1.C(=O)([O-])O.[K+].[I-].[Na+].[CH:54]([O:57][C:58](=[O:65])[C:59]([CH3:64])([CH3:63])[C:60]([OH:62])=[O:61])([CH3:56])[CH3:55]>CN(C=O)C>[CH:54]([O:57][C:58](=[O:65])[C:59]([CH3:63])([CH3:64])[C:60]([O:62][CH2:35][O:34][C:32]1[N:31]([C:37]2[N:42]=[CH:41][CH:40]=[CH:39][N:38]=2)[N:30]=[C:29]([C@H:15]([NH:14][C:11]2[CH:12]=[CH:13][C:8]([C:7]([NH2:43])=[N:6][C:5]([O:4][CH2:3][C:2]([CH3:46])([CH3:45])[CH3:1])=[O:44])=[CH:9][CH:10]=2)[C:16]2[CH:21]=[C:20]([O:22][CH3:23])[CH:19]=[C:18]([O:24][CH2:25][CH2:26][OH:27])[C:17]=2[F:28])[N:33]=1)=[O:61])([CH3:56])[CH3:55]

参加物

6

反応物 4

HCID 5238Sodium IodideHCID 516893Potassium BicarbonateHCID 212436462,2-Dimethylmalonic acid monoisopropyl esterHCID 67470504[1-amino-1-[4-({(5-chloromethoxy-1-pyrimidin-2-yl-1H-[1,2,4]triazol-3-yl)-[2-fluoro-3-(2-hydroxyethoxy)-5-methoxyphenyl]methyl}amino)phenyl]methylidene]carbamic acid 2,2-dimethylpropyl ester

生成物 1

HCID 674704872,2-dimethylmalonic acid 5-{(R)-(4-{amino(2,2-dimethylpropoxycarbonylimino)methyl}phenylamino)-[2-fluoro-3-(2-hydroxyethoxy)-5-methoxyphenyl]methyl}-2-pyrimidin-2-yl-2H-[1,2,4]-triazol-3-yloxymethyl ester isopropyl ester

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
45 °C

実験手順

To a mixture of [1-amino-1-[4-({(5-chloromethoxy-1-pyrimidin-2-yl-1H-[1,2,4]triazol-3-yl)-[2-fluoro-3-(2-hydroxyethoxy)-5-methoxyphenyl]methyl}amino)phenyl]methylidene]carbamic acid 2,2-dimethylpropyl ester (Example 2b, 70 mg), potassium hydrogen carbonate (74 mg), and DMF (5 mL), sodium iodide (79 mg) and 2,2-dimethylmalonic acid monoisopropyl ester [CAS No. 7695-26-3] (92 mg) were added, and the resulting mixture was stirred at 45° C. overnight. The reaction mixture was filtered, and the filtrate obtained was concentrated under reduced pressure. The residue obtained was purified by NAM silica gel column chromatography (mixed solvent of methanol-ethyl acetate) to obtain a racemate of the captioned compound.

後処理

  1. addition7695-26-3] (92 mg) were added
  2. filtrationThe reaction mixture was filtered
  3. customthe filtrate obtained
  4. concentrationwas concentrated under reduced pressure
  5. customThe residue obtained
  6. customwas purified by NAM silica gel column chromatography (mixed solvent of methanol-ethyl acetate)
  7. customto obtain a racemate of the captioned compound

出典と根拠

ORDレコード
ord-9496fde7d44b4d00b08cf654cc0bf02b
出典データセット
uspto-grants-2013_05
特許番号
US08436009B2

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