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Sodium cyanoborohydride → [(2,5-Diaza-bicyclo[2.2.1]hept-2-yl)-ethyl]-(5,6-diphenyl-furo[2,3-d]pyrimidin-4-yl)-amine

HRID 502659
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HRID 502659 반응식
C(O[CH:4](OCC)[CH2:5][NH:6][C:7]1[C:8]2[C:15]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[C:14]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[O:13][C:9]=2[N:10]=[CH:11][N:12]=1)C.Br.[CH:32]12[CH2:38][CH:35]([NH:36][CH2:37]1)[CH2:34][NH:33]2.C([BH3-])#N.[Na+]>C(O)(=O)C.ClCCCl>[CH:32]12[CH2:38][CH:35]([NH:36][CH2:37]1)[CH2:34][N:33]2[CH2:4][CH2:5][NH:6][C:7]1[C:8]2[C:15]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[C:14]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[O:13][C:9]=2[N:10]=[CH:11][N:12]=1
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참가 물질

6

반응물 3

HCID 5003444Sodium cyanoborohydrideHCID 586032894-(2,2-Diethoxyethyl)amino-5,6-diphenyl furo[2,3-d]pyrimidineHCID 684608412,5-Diazabicyclo[2.2.1]heptane hydrobromide

생성물 1

HCID 11711288[(2,5-Diaza-bicyclo[2.2.1]hept-2-yl)-ethyl]-(5,6-diphenyl-furo[2,3-d]pyrimidin-4-yl)-amine

시약·촉매·용매 2

HCID 111,2-Dichloroethane용매
HCID 176
Acetic Acid
용매

실험 절차

A mixture of 109 (10 mg, crude, 0.03 mmol for aldehyde) (made from compound 108 as in the preparation for 110) and 2,5-diaza-bicyclo[2.2.1]heptane hydrobromide (10 mg, 0.056 mmol) in 5% acetic acid solution in DCE (1 mL) was stirred at rt for 20 min. Sodium cyanoborohydride (20 mg, 0.32 mmol) was added and the reaction mixture was stirred at rt overnight. The reaction mixture was directly purified by HPLC, providing 136. MS: 412.2 (M+1).

후처리

  1. stirringthe reaction mixture was stirred at rt overnight
  2. customThe reaction mixture was directly purified by HPLC

출처 및 근거

ORD 기록
ord-095e869a275f44098eedb57054392d7f
출처 데이터셋
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07776867B2

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