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 2096369노트

반응식

HRID 2096369 반응식
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]

참가 물질

5

반응물 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

생성물 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

시약·촉매·용매 1

HCID 223862-Pentanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-0d50a0d3c58a4faa9c2fdd511a3c7841
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08450327B2

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