Potassium Carbonate → 7-[(4-Acetylphenyl)methyl]-7H-pyrrolo[3,2-f]-quinazoline-1,3-diamine

HRID 1111733

반응식

HRID 1111733 반응식
[C:1]1([NH2:15])[N:2]=[C:3]([NH2:14])[N:4]=[C:5]2[C:10]=1[C:9]1[CH:11]=[CH:12][NH:13][C:8]=1[CH:7]=[CH:6]2.[H-].[Na+].[C:18]([C:21]1[CH:28]=[CH:27][C:24]([CH2:25]Br)=[CH:23][CH:22]=1)(=[O:20])[CH3:19].C(=O)([O-])[O-].[K+].[K+]>C(O)(=O)C.CN(C)C=O>[C:18]([C:21]1[CH:28]=[CH:27][C:24]([CH2:25][N:13]2[C:8]3[CH:7]=[CH:6][C:5]4[C:10](=[C:1]([NH2:15])[N:2]=[C:3]([NH2:14])[N:4]=4)[C:9]=3[CH:11]=[CH:12]2)=[CH:23][CH:22]=1)(=[O:20])[CH3:19]

참가 물질

7

반응물 4

HCID 11430Potassium CarbonateHCID 24758Sodium hydrideHCID 5837851-[4-(Bromomethyl)phenyl]ethan-1-oneHCID 178508668HCID 178508668, 화합물

생성물 1

HCID 227677147-[(4-Acetylphenyl)methyl]-7H-pyrrolo[3,2-f]-quinazoline-1,3-diamine

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 6228Dimethylformamide용매2회

실험 절차

In a manner similar to that of Example 2, 7.97 g. 7-H-pyrrolo[3,2-f]quinazoline-1,3-diamine in 350 ml. dry dimethylformamide is converted to the Nind-sodium salt with 2.31 g. ca. 50% sodium hydride-mineral oil dispersion and the salt is treated with 4-acetylbenzyl bromide (10.23 g.) in 10 ml. dry dimethylformamide. After stirring for 3 hours, the reaction mixture is treated with 5 ml. gl. acetic acid and freed of solvent. The residue is stirred with excess aqueous potassium carbonate solution, washed with water, with ether, and dried. Two recrystallizations of the crude product from methanol and thorough drying provide 9.82 g. of title compound, m.p. 224°-225°.

후처리

  1. additionthe reaction mixture is treated with 5 ml
  2. washwashed with water, with ether
  3. customdried
  4. customTwo recrystallizations of the crude product from methanol
  5. customthorough drying
  6. customprovide 9.82 g

출처 및 근거

ORD 기록
ord-c5c4fb0d129b45a2bcd56bde5c3711bb
출처 데이터셋
uspto-grants-1978_10
특허 번호
US04118561

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