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Ammonium formate → 4-(2-amino-4-methoxy-pyrimidin-5-yl)-N1-tert-butyl-benzene-1,2-diamine

HRID 1966739
ノート
印刷プレビュー

反応式

HRID 1966739 の反応式
[C:1]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[C:13]([O:19][CH3:20])=[N:14][C:15]([NH2:18])=[N:16][CH:17]=2)=[CH:8][C:7]=1[N+:21]([O-])=O)([CH3:4])([CH3:3])[CH3:2].C([O-])=O.[NH4+]>CO.[Zn]>[NH2:18][C:15]1[N:14]=[C:13]([O:19][CH3:20])[C:12]([C:9]2[CH:8]=[C:7]([NH2:21])[C:6]([NH:5][C:1]([CH3:3])([CH3:2])[CH3:4])=[CH:11][CH:10]=2)=[CH:17][N:16]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 2723923Ammonium formateHCID 585420425-(4-Tert-butylamino-3-nitro-phenyl)-4-methoxy-pyrimidin-2-ylamine

生成物 1

HCID 585420094-(2-amino-4-methoxy-pyrimidin-5-yl)-N1-tert-butyl-benzene-1,2-diamine収率 87%

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 887Methanol溶媒

反応条件

温度
50 °C

実験手順

To a round bottom flask is added 5-(4-tert-Butylamino-3-nitro-phenyl)-4-methoxy-pyrimidin-2-ylamine (150 mg, 0.473 mmol) in MeOH (5 mL), followed by the addition of ammonium formate (268 mg, 4.25 mmol) and of zinc dust (154 mg, 2.37 mmol). The reaction mixture is stirred at 50° C. for 1 hour. The reaction mixture is filtered through diatomaceous earth, washing with MeOH. The filtrate is concentrated in vacuo. The residue is diluted with EtOAc, washed with water, dried with Na2SO4, filtered and concentrated to afford 4-(2-amino-4-methoxy-pyrimidin-5-yl)-N1-tert-butyl-benzene-1,2-diamine (118 mg, 87%) as a light brown solid. LCMS (ESMS): m/z 288.48 (M++1)

後処理

  1. filtrationThe reaction mixture is filtered through diatomaceous earth
  2. washwashing with MeOH
  3. concentrationThe filtrate is concentrated in vacuo
  4. additionThe residue is diluted with EtOAc
  5. washwashed with water
  6. dry with materialdried with Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-e7e190335a054abbbc24c60c97c356a6
出典データセット
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08420655B2

反応ノート

読み込み中…

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