Lithium Hydroxide → HCID 60205339、化合物

HRID 408199

反応式

HRID 408199 の反応式
[CH3:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([OH:9])=O.O=C1N(P(Cl)(N2CCOC2=O)=O)CCO1.C(N(CC)CC)C.[Br:33][C:34]1[C:35]([F:44])=[C:36]2[C:42]([NH2:43])=[CH:41][NH:40][C:37]2=[N:38][CH:39]=1.[Li+].[OH-].C([O-])([O-])=O.[Na+].[Na+]>C(Cl)Cl>[Br:33][C:34]1[C:35]([F:44])=[C:36]2[C:42]([NH:43][C:7](=[O:9])[C:6]3[CH:10]=[C:2]([CH3:1])[CH:3]=[N:4][CH:5]=3)=[CH:41][NH:40][C:37]2=[N:38][CH:39]=1

参加物

8

反応物 6

HCID 3939Lithium HydroxideHCID 8471TriethylamineHCID 10340Sodium CarbonateHCID 152842Bis(2-oxo-3-oxazolidinyl)phosphinic chlorideHCID 2562085-Methylnicotinic acidHCID 602052765-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amine

生成物 1

HCID 60205339HCID 60205339、化合物収率 37.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

5-Methylnicotinic acid (477 mg, 3.48 mmol), bis(2-oxooxazolidin-3-yl)phosphinic chloride (885 mg, 3.48 mmol) and triethylamine (880 mg, 8.69 mmol) were added to 5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amine (400 mg, 1.74 mmol) in DCM (200 mL). The reaction was stirred at room temperature for 1 hour, and then 3M aqueous LiOH (4 mL) was added. The reaction was stirred for 1 hour, and then saturated aqueous Na2CO3 was added (200 mL). The aqueous phase was extracted once with DCM (200 mL), and then the aqueous phase was filtered. The filtered cake was dried to yield N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-methylnicotinamide (228 mg, 37.6% yield) as a solid.

後処理

  1. stirringThe reaction was stirred for 1 hour
  2. extractionThe aqueous phase was extracted once with DCM (200 mL)
  3. filtrationthe aqueous phase was filtered
  4. customThe filtered cake was dried

出典と根拠

ORDレコード
ord-b9e224e1b3fc4288b4293b91d241e14c
出典データセット
uspto-grants-2014_06
特許番号
US08758830B2

関連ノート

読み込み中…