Triphenylphosphine → (5-Aminomethyl-2-chloro-pyrimidin-4-yl)-(2,2-dimethyl-propyl)-amine 2HCl

HRID 2216279ノート

反応式

HRID 2216279 の反応式
[N:1]([CH2:4][C:5]1[C:6]([NH:12][CH2:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[N:7][C:8]([Cl:11])=[N:9][CH:10]=1)=[N+]=[N-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1.O>[ClH:11].[ClH:11].[NH2:1][CH2:4][C:5]1[C:6]([NH:12][CH2:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[N:7][C:8]([Cl:11])=[N:9][CH:10]=1

参加物

5

反応物 2

HCID 11776TriphenylphosphineHCID 21941878(5-Azidomethyl-2-chloro-pyrimidin-4-yl)-(2,2-dimethyl-propyl)-amine

生成物 1

HCID 21941877(5-Aminomethyl-2-chloro-pyrimidin-4-yl)-(2,2-dimethyl-propyl)-amine 2HCl

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 1.47 g (15.77 mmol) (5-azidomethyl-2-chloro-pyrimidin-4-yl)-(2,2-dimethyl-propyl)-amine and 1.67 g (6.35 mmol) of triphenylphosphine in 20 ml of THF and 0.08 ml of H2O is stirred at r.t. for 24 h. Then the solvent is removed and the residue dissolved in 40 ml EtOH and 17 ml NH3 (25%). This reaction mixture is stirred for 48 h at r.t. and again the solvent is removed. The residue is dissolved in diethylether and twice extracted with 25 ml of 1N HCl. Both acidic extracts were combined and once more extracted with diethylether, then the acidic layer is evaporated under vacuo. The solid residue was triturated with diethylether yielding (5-Aminomethyl-2-chloro-pyrimidin-4-yl)-(2,2-dimethyl-propyl)-amine 2HCl as slightly yellow crystalls.

後処理

  1. customThen the solvent is removed
  2. dissolutionthe residue dissolved in 40 ml EtOH
  3. customagain the solvent is removed
  4. dissolutionThe residue is dissolved in diethylether
  5. extractiontwice extracted with 25 ml of 1N HCl
  6. extractiononce more extracted with diethylether
  7. customthe acidic layer is evaporated under vacuo
  8. customThe solid residue was triturated with diethylether

出典と根拠

ORDレコード
ord-1318c320f7ff447593a598f453c6e2e1
出典データセット
uspto-grants-2006_09
特許番号
US07112589B2

反応ノート

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