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Sodium borohydride → HCID 90931501, 화합물

HRID 1093230
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HRID 1093230 반응식
[CH3:1][O:2][C:3](=[O:35])[NH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:16]=[C:15]3[N:17]([CH:20]4[CH2:25][CH2:24][C:23](=[O:26])[CH2:22][CH2:21]4)[N:18]=[CH:19][C:14]3=[C:13]([N:27]3[CH2:33][CH:32]4[O:34][CH:29]([CH2:30][CH2:31]4)[CH2:28]3)[N:12]=2)=[CH:7][CH:6]=1.[BH4-].[Na+]>C1COCC1>[CH3:1][O:2][C:3](=[O:35])[NH:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]2[N:16]=[C:15]3[N:17]([CH:20]4[CH2:25][CH2:24][CH:23]([OH:26])[CH2:22][CH2:21]4)[N:18]=[CH:19][C:14]3=[C:13]([N:27]3[CH2:33][CH:32]4[O:34][CH:29]([CH2:30][CH2:31]4)[CH2:28]3)[N:12]=2)=[CH:9][CH:10]=1
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참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 91022940HCID 91022940, 화합물

생성물 1

HCID 90931501HCID 90931501, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of methyl{4-[4-(8-oxa-3-azabicyclo[3.2.1]oct-3-yl)-1-(4-oxocyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-6-yl]phenyl}carbamate (63 mg) (0.13 mmol) in THF (2.0 mL) was added an excess of sodium borohydride. The mixture was stirred for 1 hr. at 50 C. The reaction was then cooled and quenched with water and extracted three times with EtOAc. Organics were dried (MgSO4) and concentrated in vacuo. The resulting oil was triturated with diethyl ether to give a white solid. The solid was filtered and washed the diethyl ether to give (44 mg) MS m/z=479.2 (M+H).

후처리

  1. temperatureThe reaction was then cooled
  2. customquenched with water
  3. extractionextracted three times with EtOAc
  4. dry with materialOrganics were dried (MgSO4)
  5. concentrationconcentrated in vacuo
  6. customThe resulting oil was triturated with diethyl ether
  7. customto give a white solid
  8. filtrationThe solid was filtered
  9. washwashed the diethyl ether
  10. customto give (44 mg)

출처 및 근거

ORD 기록
ord-32a7d144ef7e4a5481da6539cd023bbd
출처 데이터셋
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08129371B2

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