Sodium hydride → 4-amino-5-(4-phenoxyphenyl)-7-(3-tetrahydrofuryl)-7H-pyrrolo[2,3-d]pyrimidine

HRID 51480

反応式

HRID 51480 の反応式
[H-].[Na+].[NH2:3][C:4]1[C:5]2[C:12]([C:13]3[CH:18]=[CH:17][C:16]([O:19][C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)=[CH:15][CH:14]=3)=[CH:11][NH:10][C:6]=2[N:7]=[CH:8][N:9]=1.S(O[CH:37]1[CH2:41][CH2:40][O:39][CH2:38]1)(C1C=CC(C)=CC=1)(=O)=O>CN(C)C=O>[O:19]([C:16]1[CH:15]=[CH:14][C:13]([C:12]2[C:5]3[C:4]([NH2:3])=[N:9][CH:8]=[N:7][C:6]=3[N:10]([CH:37]3[CH2:41][CH2:40][O:39][CH2:38]3)[CH:11]=2)=[CH:18][CH:17]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 120422345-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-ylamineHCID 13837325Tetrahydrofuran-3-yl 4-methylbenzenesulfonate

生成物 1

HCID 227363324-amino-5-(4-phenoxyphenyl)-7-(3-tetrahydrofuryl)-7H-pyrrolo[2,3-d]pyrimidine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
95 °C

実験手順

Sodium hydride (120 mg, of a 60% dispersion in mineral oil) was added to a solution of 4-amino-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidine (906 mg) and dimethylformamide (30 ml) with stirring under nitrogen. The mixture was stirred for 30 minutes and then a solution of 3-(tosyloxy) tetrahydrofuran (750 mg) in dimethyl formamide (10 ml) was added with stirring. The mixture was stirred and heated at 95° C. for 18 hours and then evaporated under vacuum. The residue was partitioned between ethyl acetate and water. The ethyl acetate layer was separated, dried and evaporated to give a residual gummy solid which was triturated with ether and filtered to give 5-(4-phenoxyphenyl)-7-(3-tetrahydrofuryl)-7H-pyrrolo[2,3-d]pyrimidin-4-ylamine m.p. 196-196.5° C.

後処理

  1. stirringThe mixture was stirred for 30 minutes
  2. stirringwith stirring
  3. stirringThe mixture was stirred
  4. customevaporated under vacuum
  5. customThe residue was partitioned between ethyl acetate and water
  6. customThe ethyl acetate layer was separated
  7. customdried
  8. customevaporated
  9. customto give a residual gummy solid which
  10. customwas triturated with ether
  11. filtrationfiltered

出典と根拠

ORDレコード
ord-7a4d91e2f8894e729bbc93864baa2b96
出典データセット
uspto-grants-2004_03
特許番号
US06713474B2

関連ノート

読み込み中…