Sodium Sulfite → 5-bromo-3-(1-ethyl-1H-imidazo[4,5-c]pyridin-2-yl)pyrazin-2-amine

HRID 1817152ノート

反応式

HRID 1817152 の反応式
[CH2:1]([N:3]1[C:11]2[CH:10]=[CH:9][N:8]=[CH:7][C:6]=2[N:5]=[C:4]1[C:12]1[C:13]([NH2:18])=[N:14][CH:15]=[CH:16][N:17]=1)[CH3:2].[Br:19]N1C(=O)CCC1=O.S([O-])([O-])=O.[Na+].[Na+]>C1COCC1>[Br:19][C:16]1[N:17]=[C:12]([C:4]2[N:3]([CH2:1][CH3:2])[C:11]3[CH:10]=[CH:9][N:8]=[CH:7][C:6]=3[N:5]=2)[C:13]([NH2:18])=[N:14][CH:15]=1

参加物

5

反応物 3

HCID 24437Sodium SulfiteHCID 67184N-bromobutanimideHCID 113568813-(1-ethyl-1H-imidazo[4,5-c]pyridin-2-yl)pyrazin-2-amine

生成物 1

HCID 598524085-bromo-3-(1-ethyl-1H-imidazo[4,5-c]pyridin-2-yl)pyrazin-2-amine収率 81.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 3-(1-ethyl-1H-imidazo[4,5-c]pyridin-2-yl)pyrazin-2-amine (0.45 g, 1.8 mmol) (see Example 1) in THF is added N-bromosuccinimide (0.37 g, 2.1 mmol). The reaction is stirred for 4 hours at ambient temperature. Sodium sulfite (excess) was added and stirred vigorously for 30 minutes. The mixture was then concentrated to dryness and treated with water. After sonication, the solids were collected on filter. Rinsing (×2) with diethyl ether afforded 5-bromo-3-(1-ethyl-1H-imidazo[4,5-c]pyridin-2-yl)pyrazin-2-amine (0.47 g, 79%) as tan solids.

後処理

  1. stirringstirred vigorously for 30 minutes
  2. concentrationThe mixture was then concentrated to dryness
  3. additiontreated with water
  4. customAfter sonication
  5. customthe solids were collected
  6. filtrationon filter
  7. washRinsing (×2) with diethyl ether

出典と根拠

ORDレコード
ord-a162716332a245e5866deae9181e4f02
出典データセット
uspto-grants-2009_10
特許番号
US07598251B2

反応ノート

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