Ammonium formate → N-(4-tert-butylphenyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-amine

HRID 2219911ノート

反応式

HRID 2219911 の反応式
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]2[C:13]3[CH2:21][CH2:20][N:19](CC4C=CC=CC=4)[CH2:18][C:14]=3[N:15]=[CH:16][N:17]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].C([O-])=O.[NH4+]>CO.O.[Pd]>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]2[C:13]3[CH2:21][CH2:20][NH:19][CH2:18][C:14]=3[N:15]=[CH:16][N:17]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

参加物

6

反応物 2

HCID 2723923Ammonium formateHCID 11383178HCID 11383178、化合物

生成物 1

HCID 59021490N-(4-tert-butylphenyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-amine収率 96%

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

A mixture of N-(4-tert-butylphenyl)-7-benzyl-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-amine (0.359 g, 0.96 mmol), prepared as described in Example 2, ammonium formate (0.304 g, 4.82 mmol) and palladium (10% wt. on activated carbon, 40 mg) in MeOH (5 mL) was stirred at r.t. for one h and then at 60° C. for two h. The mixture was cooled to r.t. and filtered over celite. The filtrate was concentrated under reduced pressure to give a white solid which was dissolved in water. The mixture was extracted twice with a 3:1 mixture of chloroform:isopropanol. The combined organic extracts were dried over sodium sulfate and concentrated to dryness to give 0.26 g (96%) of the title compound which was used directly without further purification.

後処理

  1. customprepared
  2. temperatureThe mixture was cooled to r.t.
  3. filtrationfiltered over celite
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customto give a white solid which
  6. extractionThe mixture was extracted twice with a 3:1 mixture of chloroform
  7. dry with materialThe combined organic extracts were dried over sodium sulfate
  8. concentrationconcentrated to dryness

出典と根拠

ORDレコード
ord-9ecade95ed244788a366e5046b992176
出典データセット
uspto-grants-2008_08
特許番号
US07414131B2

反応ノート

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