Sodium methanethiolate → HCID 178481673, 화합물

HRID 32556노트

반응식

HRID 32556 반응식
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

참가 물질

4

반응물 2

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

생성물 1

HCID 178481673HCID 178481673, 화합물수율 65%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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%);

후처리

  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

출처 및 근거

ORD 기록
ord-6cf6f5f51f804eab908673cf4006f40d
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07427616B2

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