Sodium Carbonate → HCID 11562043, 화합물

HRID 1992404

반응식

HRID 1992404 반응식
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([S:9]([NH:12][CH2:13][CH2:14][N:15]2[CH2:22][CH:21]3[O:23][CH:17]([CH2:18][NH:19][CH2:20]3)[CH2:16]2)(=[O:11])=[O:10])=[CH:5][CH:4]=1)#[N:2].[CH3:24][N:25]1[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[C:27]([CH:34]=O)=[CH:26]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C([O-])([O-])=O.[Na+].[Na+]>ClCCCl>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([S:9]([NH:12][CH2:13][CH2:14][N:15]2[CH2:22][CH:21]3[O:23][CH:17]([CH2:18][N:19]([CH2:34][C:27]4[C:28]5[C:33](=[CH:32][CH:31]=[CH:30][CH:29]=5)[N:25]([CH3:24])[CH:26]=4)[CH2:20]3)[CH2:16]2)(=[O:11])=[O:10])=[CH:5][CH:4]=1)#[N:2]

참가 물질

6

반응물 4

HCID 10340Sodium CarbonateHCID 878941-Methyl-1H-indole-3-carbaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 685189574-cyano-N-[2-(9-oxa-3,7-diazabicyclo[3.3.1]non-3-yl)ethyl]-benzenesulfonamide

생성물 1

HCID 11562043HCID 11562043, 화합물수율 52.8%

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

실험 절차

A mixture of 4-cyano-N-[2-(9-oxa-3,7-diaza-bicyclo[3.3.1]non-3-yl)-ethyl]-benzenesulfonamide (0.101 g, 0.30 mmol) and 1-methyl-1H-indole-3-carbaldehyde (0.081 g, 0.51 mmol) in 1,2-dichloroethane (4 mL) was agitated for 1.5 hours at room temperature. Sodium triacetoxyborohydride (0.216 g, 1.02 mmol) was added and resulting mixture was agitated over night at room temperature. An aqueous solution of Na2CO3 (3 mL) was added and the aqueous layer was extracted with dichloromethane (3×4 mL). The combined organic layers were concentrated in vacuo and the crude product was purified by chromatography on silica gel using methanol saturated with ammonia in dichloromethane as eluent, which afforded 76 mg (52.8%) of the title compound.

후처리

  1. customresulting mixture
  2. stirringwas agitated over night at room temperature
  3. extractionthe aqueous layer was extracted with dichloromethane (3×4 mL)
  4. concentrationThe combined organic layers were concentrated in vacuo
  5. customthe crude product was purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-61ae9431537d42e7931650173a6d0410
출처 데이터셋
uspto-grants-2010_01
특허 번호
US07648985B2

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