Hydrochloric Acid → 5-[5-Bromo-4-(cyclopropylmethyl-amino)-pyrimidin-2-ylamino]-pyridine-2-sulfonic acid amide

HRID 1182053

반응식

HRID 1182053 반응식
[Br:1][C:2]1[C:3]([NH:9][CH2:10][CH:11]2[CH2:13][CH2:12]2)=[N:4][C:5](Cl)=[N:6][CH:7]=1.[NH2:14][C:15]1[CH:16]=[CH:17][C:18]([S:21]([NH2:24])(=[O:23])=[O:22])=[N:19][CH:20]=1.Cl.O>C(#N)C.O1CCOCC1>[Br:1][C:2]1[C:3]([NH:9][CH2:10][CH:11]2[CH2:13][CH2:12]2)=[N:4][C:5]([NH:14][C:15]2[CH:16]=[CH:17][C:18]([S:21]([NH2:24])(=[O:23])=[O:22])=[N:19][CH:20]=2)=[N:6][CH:7]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 223138505-Aminopyridine-2-sulfonamideHCID 58891001(5-Bromo-2-chloro-pyrimidin-4-yl)-cyclopropylmethyl-amine

생성물 1

HCID 104535195-[5-Bromo-4-(cyclopropylmethyl-amino)-pyrimidin-2-ylamino]-pyridine-2-sulfonic acid amide

시약·촉매·용매 2

HCID 6342Acetonitrile용매2회HCID 312751,4-Dioxane용매

실험 절차

263 mg (1.0 mmol) of (5-bromo-2-chloro-pyrimidin-4-yl)-cyclopropylmethyl-amine is dissolved in 2 ml of acetonitrile and added to a suspension of 172 mg (1.0 mmol) of 5-amino-pyridine-2-sulfonic acid amide (representation according to W. T. Caldwell, E. C. Kornfeld J. Am. Chem. Soc. 1942, 64, 1695-1698) in 1 ml of acetonitrile, 0.25 ml of a 4 molar solution of hydrochloric acid in 1,4-dioxane as well as 0.25 ml of water. The reaction mixture is stirred under reflux overnight. After cooling, the precipitate that is formed is filtered off and washed with warm water. After drying, 286 mg (0.72 mmol, 72% of theory) of the product 5-[5-bromo-4-(cyclopropylmethyl-amino)-pyrimidin-2-ylamino]-pyridine-2-sulfonic acid amide is obtained.

후처리

  1. temperatureunder reflux overnight
  2. temperatureAfter cooling
  3. customthe precipitate that is formed
  4. filtrationis filtered off
  5. washwashed with warm water
  6. customAfter drying

출처 및 근거

ORD 기록
ord-bc58274207c24976b77aa43814b048b4
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07288547B2

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