Ammonia → 4-[4-(6-Methoxy-pyridin-3-ylmethylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-benzoic acid ethyl ester

HRID 133046

反応式

HRID 133046 の反応式
[CH2:1]([O:3][C:4](=[O:21])[C:5]1[CH:10]=[CH:9][C:8]([C:11]2[NH:20][C:14]3[N:15]=[CH:16][N:17]=[C:18](Cl)[C:13]=3[CH:12]=2)=[CH:7][CH:6]=1)[CH3:2].[CH3:22][O:23][C:24]1[N:29]=[CH:28][C:27]([CH2:30][NH2:31])=[CH:26][CH:25]=1.COC1C=CC(C#N)=CN=1.N>CO.[Ni].CCN(CC)CC.C(O)CCC>[CH2:1]([O:3][C:4](=[O:21])[C:5]1[CH:10]=[CH:9][C:8]([C:11]2[NH:20][C:14]3[N:15]=[CH:16][N:17]=[C:18]([NH:31][CH2:30][C:27]4[CH:28]=[N:29][C:24]([O:23][CH3:22])=[CH:25][CH:26]=4)[C:13]=3[CH:12]=2)=[CH:7][CH:6]=1)[CH3:2]

参加物

9

反応物 4

HCID 222AmmoniaHCID 27367762-Methoxy-5-pyridinecarbonitrileHCID 16227379(6-Methoxypyridin-3-yl)methanamine2 回HCID 232826964-(4-Chloro-7H-pyrrolo[2,3-D]pyrimidin-6-YL)benzoic acid ethyl ester

生成物 1

HCID 691816354-[4-(6-Methoxy-pyridin-3-ylmethylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-benzoic acid ethyl ester

試薬・触媒・溶媒 4

HCID 935Nickel触媒HCID 2631-Butanol溶媒HCID 887Methanol溶媒HCID 8471Triethylamine溶媒2 回

実験手順

A mixture of 5.0 g (16.6 mMol) 4-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-6-yl)benzoic acid ethyl ester (WO 97/02266) and 2.52 g (18 mMol) of 6-methoxy-pyridin-3-ylmethylamine (CAS: 262295-96-5; prepared from 6-methoxy-nicotin-nitrile by hydrogenation in the presence of Raney-Nickel in methanol containing NH3) in 3.5 ml (25 mMol) of Et3N and 100 ml n-butanol is heated for 8 h to 140° C. Then additional 0.69 g of 6-methoxy-pyridin-3-ylmethylamine and 1.2 ml of Et3N are added. Heating is continued for 6 h and the hot suspension filtrated and the residue washed with n-butanol and hexane to give the title compound; m.p. 305° C.; elemental analysis for C, H, and N, within 0.5% of calculated value.

後処理

  1. temperatureHeating
  2. filtrationthe hot suspension filtrated
  3. washthe residue washed with n-butanol and hexane

出典と根拠

ORDレコード
ord-65edb58ab60148a797105c0667e83bed
出典データセット
uspto-grants-2008_06
特許番号
US07390805B2

関連ノート

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