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Bromine → HCID 22273571, 화합물

HRID 1064318
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HRID 1064318 반응식
[Br:1]Br.[CH3:3][N:4]1[C:8]([C:9]2[CH:14]=[CH:13][N:12]=[C:11]([NH:15][C:16]3[CH:21]=[CH:20][C:19]([S:22](=[O:25])(=[O:24])[NH2:23])=[CH:18][CH:17]=3)[N:10]=2)=[CH:7][N:6]=[CH:5]1.C([O-])(=O)C.[Na+]>C(O)(=O)C>[Br:1][C:14]1[C:9]([C:8]2[N:4]([CH3:3])[CH:5]=[N:6][CH:7]=2)=[N:10][C:11]([NH:15][C:16]2[CH:17]=[CH:18][C:19]([S:22](=[O:25])(=[O:24])[NH2:23])=[CH:20][CH:21]=2)=[N:12][CH:13]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 24408BromineHCID 517045Sodium AcetateHCID 22273540HCID 22273540, 화합물

생성물 1

HCID 22273571HCID 22273571, 화합물수율 52.9%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

Bromine (75.5 mg, 0.47 mmol) was added to a solution of 4-(1-methylimidazol-5-yl)-2-(4-sulphamoylanilino)pyrimidine (Example 15; 0.14 g, 0.42 mmol) and sodium acetate (41.7 mg, 0.51 mmol) in acetic acid (4 ml) and the mixture stirred for 1 hour. The volatiles were evaporated and the residue partitioned between EtOAc and saturated aqueous potassium hydrogen carbonate solution. The organic phase was separated and dried. The residue was pre-absorbed on to silica gel and purified by column chromatography on silica gel eluting with DCM/2% methanolic ammonia (9:1) to give the title compound (91 mg, 52%). NMR 10.14 (s, 1H), 8.75 (s, 1H), 7.90-7.69 (m, 4H), 7.17 (s, 2H), 3.84 (s, 3H); m/z 409.

후처리

  1. customThe volatiles were evaporated
  2. customthe residue partitioned between EtOAc and saturated aqueous potassium hydrogen carbonate solution
  3. customThe organic phase was separated
  4. customdried
  5. customThe residue was pre-absorbed on to silica gel
  6. custompurified by column chromatography on silica gel eluting with DCM/2% methanolic ammonia (9:1)

출처 및 근거

ORD 기록
ord-4c32758a11c04a5487d4f325eeae30d2
출처 데이터셋
uspto-grants-2005_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06969714B2

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