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3-{1-[6-(3-bromo-7,8-dihydro-5H-1,6-naphthyridin-6-carbonyl)-pyrimidin-4-yl]-piperidin-4-yl}-7-methoxy-1,3,4,5-tetrahydro-1,3-benzodiazepin-2-one → 3-{1-[6-(7,8-dihydro-5H-1,6-naphthyridin-6-carbonyl)-pyrimidin-4-yl]-piperidin-4-yl}-7-methoxy-1,3,4,5-tetrahydro-1,3-benzodiazepin-2-one

HRID 74644
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HRID 74644 반응식
Br[C:2]1[CH:3]=[N:4][C:5]2[CH2:6][CH2:7][N:8]([C:12]([C:14]3[N:19]=[CH:18][N:17]=[C:16]([N:20]4[CH2:25][CH2:24][CH:23]([N:26]5[CH2:32][CH2:31][C:30]6[CH:33]=[C:34]([O:37][CH3:38])[CH:35]=[CH:36][C:29]=6[NH:28][C:27]5=[O:39])[CH2:22][CH2:21]4)[CH:15]=3)=[O:13])[CH2:9][C:10]=2[CH:11]=1.[H][H]>[Pd].CO>[N:4]1[C:5]2[CH2:6][CH2:7][N:8]([C:12]([C:14]3[N:19]=[CH:18][N:17]=[C:16]([N:20]4[CH2:25][CH2:24][CH:23]([N:26]5[CH2:32][CH2:31][C:30]6[CH:33]=[C:34]([O:37][CH3:38])[CH:35]=[CH:36][C:29]=6[NH:28][C:27]5=[O:39])[CH2:22][CH2:21]4)[CH:15]=3)=[O:13])[CH2:9][C:10]=2[CH:11]=[CH:2][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 583866353-{1-[6-(3-bromo-7,8-dihydro-5H-1,6-naphthyridin-6-carbonyl)-pyrimidin-4-yl]-piperidin-4-yl}-7-methoxy-1,3,4,5-tetrahydro-1,3-benzodiazepin-2-oneHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 426134533-{1-[6-(7,8-dihydro-5H-1,6-naphthyridin-6-carbonyl)-pyrimidin-4-yl]-piperidin-4-yl}-7-methoxy-1,3,4,5-tetrahydro-1,3-benzodiazepin-2-one

시약·촉매·용매 2

HCID 23938Palladium촉매
HCID 887
Methanol
용매

실험 절차

Under a hydrogen atmosphere 77 mg (0.12 mmol) 3-{1-[6-(3-bromo-7,8-dihydro-5H-1,6-naphthyridin-6-carbonyl)-pyrimidin-4-yl]-piperidin-4-yl}-7-methoxy-1,3,4,5-tetrahydro-1,3-benzodiazepin-2-one and 40 mg palladium on charcoal (10%) were hydrogenated in 10 mL methanol at 50° C. under 50 psi hydrogen pressure. Then the catalyst was removed by suction filtering and the filtrate was evaporated down i. vac. The residue was purified by preparative HPLC. The product fractions were combined and lyophilised.

후처리

  1. customThen the catalyst was removed by suction
  2. filtrationfiltering
  3. customthe filtrate was evaporated down i
  4. customThe residue was purified by preparative HPLC

출처 및 근거

ORD 기록
ord-a7ee3a2fda2a4339966f01710926ccbb
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08829006B2

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