Trifluoroacetic acid → 5-(5-Chloro-4-(piperidin-4-ylmethylamino)pyridin-2-ylamino)pyrazine-2-carbonitrile

HRID 384694ノート

反応式

HRID 384694 の反応式
FC(F)(F)C(O)=O.[Cl:8][C:9]1[C:10]([NH:24][CH2:25][CH:26]2[CH2:31][CH2:30][N:29](C(OC(C)(C)C)=O)[CH2:28][CH2:27]2)=[CH:11][C:12]([NH:15][C:16]2[CH:21]=[N:20][C:19]([C:22]#[N:23])=[CH:18][N:17]=2)=[N:13][CH:14]=1>ClCCl>[Cl:8][C:9]1[C:10]([NH:24][CH2:25][CH:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)=[CH:11][C:12]([NH:15][C:16]2[N:17]=[CH:18][C:19]([C:22]#[N:23])=[N:20][CH:21]=2)=[N:13][CH:14]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 59613464Tert-butyl 4-((5-chloro-2-(5-cyanopyrazin-2-ylamino)pyridin-4-ylamino)methyl)piperidine-1-carboxylate

生成物 1

HCID 596134675-(5-Chloro-4-(piperidin-4-ylmethylamino)pyridin-2-ylamino)pyrazine-2-carbonitrile収率 22%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Trifluoroacetic acid (0.1 mL) was added to tert-butyl 4-((5-chloro-2-(5-cyanopyrazin-2-ylamino)pyridin-4-ylamino)methyl)piperidine-1-carboxylate (12 mg, 0.027 mmol) in dichloromethane (1 mL) and the mixture was stirred at r.t. for 2 hr. Solvent was removed in vacuo and the residue was redissolved in MeOH and adsorbed onto Isolute SCX-II acidic resin (500 mg). The resin was washed with methanol, then 2M ammonia in methanol. The basic fractions were evaporated to dryness to give 5-(5-chloro-4-(piperidin-4-ylmethylamino)pyridin-2-ylamino)pyrazine-2-carbonitrile (2 mg, 22%) as a yellow powder.

後処理

  1. customSolvent was removed in vacuo
  2. dissolutionthe residue was redissolved in MeOH
  3. washThe resin was washed with methanol
  4. customThe basic fractions were evaporated to dryness

出典と根拠

ORDレコード
ord-7531aa5dd0914f76a809dbad05cc0541
出典データセット
uspto-grants-2013_02
特許番号
US08367658B2

反応ノート

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