Sodium Carbonate → HCID 59023001, 화합물

HRID 1924978

반응식

HRID 1924978 반응식
[N:1]1(C2C=CC(NC3C4N(C=CN=4)C(C4C=C5C(=CC=4)C(=O)NC5)=CN=3)=CC=2)CCOCC1.Br[C:34]1[N:39]2[CH:40]=[CH:41][N:42]=[C:38]2[C:37]([NH:43][C:44]2[CH:49]=[CH:48][C:47]([N:50]3[CH2:55][CH2:54][N:53]([CH:56]([CH3:58])[CH3:57])[CH2:52][CH2:51]3)=[CH:46][CH:45]=2)=[N:36][CH:35]=1.CC1(C)C(C)(C)OB([C:67]2[CH:68]=[C:69]([C:72]([NH2:74])=[O:73])[O:70][CH:71]=2)O1.C([O-])([O-])=O.[Na+].[Na+]>O1CCOCC1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[NH3:1].[CH:56]([N:53]1[CH2:54][CH2:55][N:50]([C:47]2[CH:48]=[CH:49][C:44]([NH:43][C:37]3[C:38]4[N:39]([CH:40]=[CH:41][N:42]=4)[C:34]([C:67]4[CH:68]=[C:69]([C:72]([NH2:74])=[O:73])[O:70][CH:71]=4)=[CH:35][N:36]=3)=[CH:45][CH:46]=2)[CH2:51][CH2:52]1)([CH3:58])[CH3:57]

참가 물질

8

반응물 4

HCID 10340Sodium CarbonateHCID 573939935-[8-(4-Morpholin-4-yl-phenylamino)-imidazo[1,2-a]pyrazin-5-yl]-2,3-dihydro-isoindol-1-oneHCID 575899904-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)furan-2-carboxamideHCID 59022995(5-Bromo-imidazo[1,2-a]pyrazin-8-yl)-[4-(4-isopropyl-piperazin-1-yl)-phenyl]-amine

생성물 2

HCID 222AmmoniaHCID 59023001HCID 59023001, 화합물수율 36%

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 312751,4-Dioxane용매

실험 절차

In the same way as described for Compound 178, step 4, using, 5-bromo-imidazo[1,2-a]pyrazin-8-yl-[4-(4-isopropyl-piperazin-1-yl)-phenyl]-amine (0.08 g, 0.19 mmol), 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-furan-2-carboxylic acid amide (0.092 g, 0.39 mmol), 1.5M Na2CO3 (1.02 mL, 1.53 mmol) and Pd(PPh3)4 (0.055 g, 0.47 mmol) in dioxane (4 mL). Purification using silica gel column chromatography, eluting with DCM followed by 97:3 DCM:NH3 (7M in MeOH), affords the title compound (30.2 mg, 36%).

후처리

  1. customPurification
  2. washeluting with DCM

출처 및 근거

ORD 기록
ord-7c1dac684f684600be1de7b624f8457c
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08178530B2

연결된 노트

불러오는 중…