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HCID 25208190, 화합물 → 3-(Piperidin-4-yl)-4,5-dihydro-1H-benzo[d][1,3]diazepin-2(3H)-one

HRID 1452712
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HRID 1452712 반응식
C[O:2][C:3]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH2:12][C:13]([NH:15][CH:16]1[CH2:21][CH2:20][N:19](CC2C=CC=CC=2)[CH2:18][CH2:17]1)=O)=O.[H][H]>CO.[Pd]>[NH:19]1[CH2:20][CH2:21][CH:16]([N:15]2[CH2:13][CH2:12][C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=3[NH:5][C:3]2=[O:2])[CH2:17][CH2:18]1
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참가 물질

5

반응물 2

HCID 25208190HCID 25208190, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 113795873-(Piperidin-4-yl)-4,5-dihydro-1H-benzo[d][1,3]diazepin-2(3H)-one

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

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온도
0 °C

실험 절차

10.00 kg (29.81 mol, 1.0 eq) 3-[1-(phenylmethyl)-4-piperidinyl]-2,3,4,5-tetrahydro-1,3-benzodiazepin-2(1H)-one from Example 3 are dissolved in 100 L methanol, combined with 1.00 kg 10% Pd/C and hydrogenated in the pressurised reactor at 70° C. and 3 bar. After the hydrogen uptake has ended the catalyst is filtered off and washed with 30 L methanol. The filtrate is concentrated in vacuo and the residue is suspended in 100 L acetone. Then the mixture is refluxed, the suspension is stirred for 15 minutes at reflux temperature and half the acetone is distilled off at normal pressure. After the distillation has ended the mixture is cooled to 0° C. and stirred for a further hour. The product is suction filtered, washed with 20 L acetone and dried at 50° C.

후처리

  1. filtrationis filtered off
  2. washwashed with 30 L methanol
  3. concentrationThe filtrate is concentrated in vacuo
  4. temperatureThen the mixture is refluxed
  5. temperatureat reflux temperature and half the acetone
  6. distillationis distilled off at normal pressure
  7. distillationAfter the distillation
  8. stirringstirred for a further hour
  9. filtrationfiltered
  10. washwashed with 20 L acetone
  11. customdried at 50° C.

출처 및 근거

ORD 기록
ord-46f07864c88343e49b545d4933fa9c25
출처 데이터셋
uspto-grants-2009_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07473778B2

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