Sulfuric Acid → 6'-Bromo-1'H-spiro[piperidine-4,2'-quinazolin]-4'(3'H)-one

HRID 1639542노트

반응식

HRID 1639542 반응식
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([Br:11])=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].C([N:19]1[CH2:24][CH2:23][C:22](=O)[CH2:21][CH2:20]1)(OC(C)(C)C)=O.S(=O)(=O)(O)O>C(O)(=O)C.C(OCC)C>[Br:11][C:8]1[CH:7]=[C:3]2[C:2](=[CH:10][CH:9]=1)[NH:1][C:22]1([CH2:23][CH2:24][NH:19][CH2:20][CH2:21]1)[NH:6][C:4]2=[O:5]

참가 물질

6

반응물 3

HCID 1118Sulfuric AcidHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylateHCID 50192712-Amino-5-bromobenzamide

생성물 1

HCID 247151026'-Bromo-1'H-spiro[piperidine-4,2'-quinazolin]-4'(3'H)-one

시약·촉매·용매 2

HCID 176Acetic Acid용매2회HCID 3283Diethyl Ether용매

실험 절차

A mixture of 33 mg (0.15 mmol) of 2-amino-5-bromobenzamide and 30 mg (0.15 mmol) of 1-Boc-4-piperidone in 400 μL of acetic acid containing 10 μL of sulfuric acid is stirred overnight at room temperature. The reaction mixture is diluted with diethyl ether. The yellow precipitate is collected by filtration, washed with excess ether, and dried under vacuum to give 55 mg (0.15 mmol) of the acetic acid salt of 6′-bromospiro-[piperidine-4,2′(1′H)-quinazolin]-4′-(3′H)-one. MS m/z: 297.0 (M+H)+, 319.0 (M+Na)+.

후처리

  1. filtrationThe yellow precipitate is collected by filtration
  2. washwashed with excess ether
  3. customdried under vacuum

출처 및 근거

ORD 기록
ord-9feaee248f394163a1848660df0c3a9b
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08110570B2

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