Pyruvic Acid → 1H-Pyrrolo[2,3-b]pyridine-2,5-dicarboxylic acid, 5-Methyl ester

HRID 2250428ノート

反応式

HRID 2250428 の反応式
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[C:8](I)[C:7]([NH2:11])=[N:6][CH:5]=1.O=[C:14]([CH3:18])[C:15]([OH:17])=[O:16].CCN(CC)CC.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>CN(C=O)C.CC([O-])=O.CC([O-])=O.[Pd+2]>[CH3:1][O:2][C:3]([C:4]1[CH:9]=[C:8]2[CH:18]=[C:14]([C:15]([OH:17])=[O:16])[NH:11][C:7]2=[N:6][CH:5]=1)=[O:12]

参加物

7

反応物 4

HCID 1060Pyruvic AcidHCID 8471TriethylamineHCID 11776TriphenylphosphineHCID 15350913Methyl 6-amino-5-iodopyridine-3-carboxylate

生成物 1

HCID 692285171H-Pyrrolo[2,3-b]pyridine-2,5-dicarboxylic acid, 5-Methyl ester

試薬・触媒・溶媒 2

HCID 167845palladium(II) acetate触媒HCID 6228Dimethylformamide溶媒

実験手順

A solution of 5.6 g 6-Amino-5-iodo-nicotinic acid methyl ester, 5.3 g 2-Oxo-propionic acid, 11.1 g NEt3, 4.2 g Triphenylphosphine and 1.1 g Pd(OAc)2 in 100 mL DMF was heated under argon to 100° C. After 10 h the reaction mixture was concentrated under reduced pressure and the residue was strirred with 250 mL water for 1 h. The precipitated product was collected by filtration and washed with water. The crude product was subjected to the next reaction step without further purification.

後処理

  1. concentrationAfter 10 h the reaction mixture was concentrated under reduced pressure
  2. filtrationThe precipitated product was collected by filtration
  3. washwashed with water
  4. customThe crude product was subjected to the next reaction step without further purification

出典と根拠

ORDレコード
ord-f07b6e0ac14f400d84a4f472d1b96af8
出典データセット
uspto-grants-2008_01
特許番号
US07317027B2

反応ノート

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