Tert-Butylamine → 6-(N-tert.-Butyl-carbamoyl)-4-(3-chloro-anilino)-7H-pyrrolo[2,3-d]pyrimidine

HRID 369872ノート

反応式

HRID 369872 の反応式
[C:1]([C:4]1[NH:20][C:7]2[N:8]=[CH:9][N:10]=[C:11]([NH:12][C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[CH:14]=3)[C:6]=2[CH:5]=1)([OH:3])=O.[C:21]([NH2:25])([CH3:24])([CH3:23])[CH3:22].C(P(=O)(OCC)OCC)#N>CN(C=O)C>[C:21]([NH:25][C:1]([C:4]1[NH:20][C:7]2[N:8]=[CH:9][N:10]=[C:11]([NH:12][C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[CH:14]=3)[C:6]=2[CH:5]=1)=[O:3])([CH3:24])([CH3:23])[CH3:22]

参加物

5

反応物 3

HCID 6385Tert-ButylamineHCID 76257Diethyl cyanophosphonateHCID 212626746-carboxy-4-(3-chloroanilino)-7H-pyrrolo[2,3-d]pyrimidine

生成物 1

HCID 232827596-(N-tert.-Butyl-carbamoyl)-4-(3-chloro-anilino)-7H-pyrrolo[2,3-d]pyrimidine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 144 mg (0.50 mmol) of 6-carboxy-4-(3-chloro-anilino)-7H-pyrrolo[2,3-d]pyrimidine (cf. Example 42) and 116 μl (1.1 mmol) of tert.-butylamine in 5 ml of DMF are added 114 μl (0.75 mmol) of diethyl cyanophosphonate (Aldrich; Milwaukee/USA). After 4 h, the reaction mixture is poured onto ice water, stirred for 30 min and finally filtered. The residue is redissolved in isopropanol, treated with charcoal and filtered. Concentration in vacuo and washing with dichloromethane/diethyl ether yields the title compound; HPLC: tRet (Grad20)=11.4; FAB-MS: (M+H)+ =344.

後処理

  1. additionthe reaction mixture is poured onto ice water
  2. filtrationfinally filtered
  3. dissolutionThe residue is redissolved in isopropanol
  4. additiontreated with charcoal
  5. filtrationfiltered
  6. concentrationConcentration in vacuo
  7. washwashing with dichloromethane/diethyl ether

出典と根拠

ORDレコード
ord-015f9b952a0447c4ac4918724c83e99a
出典データセット
uspto-grants-2000_10
特許番号
US06140332

反応ノート

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