Formaldehyde → 2,6-Dimethyl-3-(2-(4-(6-fluoro-1,2-benzisoxazol-3-yl)piperidin-1-yl)ethyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine

HRID 2294826노트

반응식

HRID 2294826 반응식
Cl.[F:2][C:3]1[CH:29]=[CH:28][C:6]2[C:7]([CH:10]3[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][C:18]4[C:26]5[CH2:25][CH2:24][NH:23][CH2:22][C:21]=5[S:20][C:19]=4[CH3:27])[CH2:12][CH2:11]3)=[N:8][O:9][C:5]=2[CH:4]=1.C=O.[C:32]([BH3-])#N.[Na+]>C(O)C>[CH3:27][C:19]1[S:20][C:21]2[CH2:22][N:23]([CH3:32])[CH2:24][CH2:25][C:26]=2[C:18]=1[CH2:17][CH2:16][N:13]1[CH2:14][CH2:15][CH:10]([C:7]2[C:6]3[CH:28]=[CH:29][C:3]([F:2])=[CH:4][C:5]=3[O:9][N:8]=2)[CH2:11][CH2:12]1

참가 물질

5

반응물 3

HCID 712FormaldehydeHCID 5003444Sodium cyanoborohydrideHCID 214720513-(2-(4-(6-Fluoro-1,2-benzisoxazol-3-yl)piperidin-1-yl)ethyl)-4,5,6,7-tetrahydro-2-methylthieno[2,3-c]pyridine hydrochloride

생성물 1

HCID 537781282,6-Dimethyl-3-(2-(4-(6-fluoro-1,2-benzisoxazol-3-yl)piperidin-1-yl)ethyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of 0.5 g of 3-(2-(4-(6-fluoro-1,2-benzisoxazol-3-yl)piperidin-1-yl)ethyl)-4,5,6,7-tetrahydro-2-methylthieno[2,3-c]pyridine hydrochloride in ethanol was added 0.3 ml of 37% formaldehyde solution and the mixture was stirred at room temperature for an hour. To the mixture was added 0.2 g of sodium cyanoborohydride, the mixture was stirred for an hour, and then concentrated. To the residue was added water and extracted with chloroform. The extract was washed with water, dried and concentrated in vacuo. The residue was purified by column chromatography and recrystallized from isopropyl ether to give 2,6-dimethyl-3-(2-(4-(6-fluoro-1,2-benzisoxazol-3-yl)piperidin-1-yl)ethyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine 1/2hydrate as white crystals, m.p. 100°-103° C.

후처리

  1. stirringthe mixture was stirred for an hour
  2. concentrationconcentrated
  3. additionTo the residue was added water
  4. extractionextracted with chloroform
  5. washThe extract was washed with water
  6. customdried
  7. concentrationconcentrated in vacuo
  8. customThe residue was purified by column chromatography
  9. customrecrystallized from isopropyl ether

출처 및 근거

ORD 기록
ord-67c9c72057bd4dbc832bbcb8e6d61351
출처 데이터셋
uspto-grants-1997_11
특허 번호
US05691330

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