Sodium methanethiolate → HCID 178481673、化合物

HRID 32556

反応式

HRID 32556 の反応式
Br[C:2]1[N:3]([CH3:23])[C:4]([C:13]2[S:14][C:15]3[N:16]=[CH:17][N:18]=[C:19]([NH2:22])[C:20]=3[N:21]=2)=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:6]=1.C[S-:25].[Na+]>CN(C=O)C>[NH2:22][C:19]1[C:20]2[N:21]=[C:13]([C:4]3[N:3]([CH3:23])[C:2]([SH:25])=[N:6][C:5]=3[C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)[S:14][C:15]=2[N:16]=[CH:17][N:18]=1

参加物

4

反応物 2

HCID 4378561Sodium methanethiolateHCID 100687782-(2-Bromo-1-methyl-4-phenyl-1H-imidazol-5-yl)[1,3]thiazolo[5,4-d]pyrimidin-7-amine

生成物 1

HCID 178481673HCID 178481673、化合物収率 65%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

2-(2-Bromo-1-methyl-4-phenyl-1H-imidazol-5-yl)[1,3]thiazolo[5,4-d]pyrimidin-7-amine (Example 26) (80 mg) and sodium thiomethoxide (58 mg) in DMF (5 mL) were heated at 80° C. for 2 hours under an inert atmosphere. After cooling to ambient temperature the reaction mixture was concentrated in vacuo, then dissolved in 2M NaOH (5 mL) and washed with DCM (5 mL). The aqueous layer was acidified to pH 4 with 2M HCl, the solid precipitate washed with water (5 mL) then diethyl ether (10 mL) and dried under high vacuum to give the title compound as a yellow solid (44 mg, 65%);

後処理

  1. concentrationwas concentrated in vacuo
  2. dissolutiondissolved in 2M NaOH (5 mL)
  3. washwashed with DCM (5 mL)
  4. washthe solid precipitate washed with water (5 mL)
  5. dry with materialdiethyl ether (10 mL) and dried under high vacuum

出典と根拠

ORDレコード
ord-6cf6f5f51f804eab908673cf4006f40d
出典データセット
uspto-grants-2008_09
特許番号
US07427616B2

関連ノート

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