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

HRID 1639542ノート

反応式

HRID 1639542 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒2 回HCID 3283Diethyl Ether溶媒

実験手順

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)+.

後処理

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

出典と根拠

ORDレコード
ord-9feaee248f394163a1848660df0c3a9b
出典データセット
uspto-grants-2012_02
特許番号
US08110570B2

反応ノート

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