Benzenesulfonic Acid → 3,4-dimethyl-6-(6-(2'-oxo-1,1',2',3-tetrahydrospiro[inden-2,3'-pyrrolo[2,3-b]pyridin]-5-ylamino)pyrimidin-4-carbonyl)benzo[d]oxazol-2(3H)-one

HRID 2096369ノート

反応式

HRID 2096369 の反応式
C1(S(O)(=O)=O)C=CC=CC=1.[NH2:11][C:12]1[CH:13]=[C:14]2[C:27](=[CH:28][CH:29]=1)[CH2:26][C:16]1([C:24]3[C:19](=[N:20][CH:21]=[CH:22][CH:23]=3)[NH:18][C:17]1=[O:25])[CH2:15]2.Cl[C:31]1[N:36]=[CH:35][N:34]=[C:33]([C:37]([C:39]2[CH:49]=[C:48]([CH3:50])[C:42]3[N:43]([CH3:47])[C:44](=[O:46])[O:45][C:41]=3[CH:40]=2)=[O:38])[CH:32]=1>CC(O)CCC>[CH3:47][N:43]1[C:42]2[C:48]([CH3:50])=[CH:49][C:39]([C:37]([C:33]3[CH:32]=[C:31]([NH:11][C:12]4[CH:13]=[C:14]5[C:27](=[CH:28][CH:29]=4)[CH2:26][C:16]4([C:24]6[C:19](=[N:20][CH:21]=[CH:22][CH:23]=6)[NH:18][C:17]4=[O:25])[CH2:15]5)[N:36]=[CH:35][N:34]=3)=[O:38])=[CH:40][C:41]=2[O:45][C:44]1=[O:46]

参加物

5

反応物 3

HCID 7371Benzenesulfonic AcidHCID 581811626-(6-chloropyrimidine-4-carbonyl)-3,4-dimethyl-3H-benzoxazol-2-oneHCID 591667225-amino-1,3-dihydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one

生成物 1

HCID 583463223,4-dimethyl-6-(6-(2'-oxo-1,1',2',3-tetrahydrospiro[inden-2,3'-pyrrolo[2,3-b]pyridin]-5-ylamino)pyrimidin-4-carbonyl)benzo[d]oxazol-2(3H)-one

試薬・触媒・溶媒 1

HCID 223862-Pentanol溶媒

実験手順

16.0 mg (0.100 mmol) benzenesulphonic acid were added to 126 mg (0.500 mmol) 5-amino-1,3-dihydrospiro[inden-2,3′-pyrrolo[2,3-b]pyridin]-2′(1′H)-one and 152 mg (0.500 mmol) 6-(6-chloro-pyrimidin-4-carbonyl)-3,4-dimethyl-3H-benzoxazol-2-one in 5.0 mL of 2-pentanol and boiled for 4 h. The reaction mixture was evaporated down and purified by preparative HPLC. The fractions containing the product were combined, the organic solvent was eliminated i.vac. and the aqueous phase remaining was neutralised with 1M aqueous NaOH solution. The product precipitated as a solid was suction filtered, washed with water and dried i. vac.

後処理

  1. customThe reaction mixture was evaporated down
  2. custompurified by preparative HPLC
  3. additionThe fractions containing the product
  4. customThe product precipitated as a solid
  5. filtrationfiltered
  6. washwashed with water
  7. customdried i

出典と根拠

ORDレコード
ord-0d50a0d3c58a4faa9c2fdd511a3c7841
出典データセット
uspto-grants-2013_05
特許番号
US08450327B2

反応ノート

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