Sodium hydride → HCID 20451291, 화합물

HRID 1463063노트

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HRID 1463063 반응식
[F:1][C:2]([F:18])([F:17])[CH2:3][N:4]=[C:5]([NH2:16])[NH:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9](S(C)=O)[N:8]=1.[OH:19][CH2:20][CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=1.[H-].[Na+]>CN(C=O)C>[F:1][C:2]([F:18])([F:17])[CH2:3][N:4]=[C:5]([NH2:16])[NH:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9]([O:19][CH2:20][CH2:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=2)[N:8]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 72922PyripropanolHCID 212797752-Methylsulphinyl-4-(2-[2,2,2-trifluoroethyl]guanidino)pyrimidine

생성물 1

HCID 20451291HCID 20451291, 화합물수율 23.8%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

4-[2-(2,2,2-Trifluoroethyl)guanidino]-2-methylsulphinylpyrimidine (150 mg.) was added to a stirred mixture of 2-(3-hydroxypropyl)pyridine (82 mg.), a 50% w/w dispersion of sodium hydride in oil (30 mg.) and DMF (2 ml.) and the mixture heated at 90° for 1 hour. The mixture was evaporated to dryness and the residue partitioned between water and EtOAc. The EtOAc phase was dried and evaporated to dryness. The residue was subjected to preparative thin layer chromatography using EtOAc/MeOH/aqueous ammonia (s.g. 0.88) 6:1:0.5 v/v/v as developing solvent. The band having Rf 0.6 was eluted with MeOH and the MeOH evaporated to dryness to give 2-[3-(4-[2-(2,2,2-trifluoroethyl)guanidino]-pyrimid-2-yloxy)propyl]pyridine (45 mg.), which was characterised as the bis hydrogen maleate salt, m.p. 118°-120° (after crystallisation from acetone/ether).

후처리

  1. customThe mixture was evaporated to dryness
  2. customthe residue partitioned between water and EtOAc
  3. dry with materialThe EtOAc phase was dried
  4. customevaporated to dryness
  5. washwas eluted with MeOH
  6. customthe MeOH evaporated to dryness

출처 및 근거

ORD 기록
ord-bdd407ac1a494f84883d101c61c72a88
출처 데이터셋
uspto-grants-1984_07
특허 번호
US04463005

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