Piperidine → HCID 59486432, 화합물

HRID 32081노트

반응식

HRID 32081 반응식
[C:1]([O:5][C:6](=[O:20])[NH:7][CH:8]1[CH2:17][CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([CH:18]=O)[CH:14]=2)[CH2:9]1)([CH3:4])([CH3:3])[CH3:2].[NH:21]1[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>CN(C)C(=O)C>[C:1]([O:5][C:6](=[O:20])[NH:7][CH:8]1[CH2:17][CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([CH2:18][N:21]3[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]3)[CH:14]=2)[CH2:9]1)([CH3:4])([CH3:3])[CH3:2]

참가 물질

5

반응물 3

HCID 8082PiperidineHCID 5049666Sodium triacetoxyborohydrideHCID 59486383HCID 59486383, 화합물

생성물 1

HCID 59486432HCID 59486432, 화합물

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

실험 절차

(6-Formyl-1,2,3,4-tetrahydro-naphthalen-2-yl)-carbamic acid tert-butyl ester (Step D) (0.090 g, 0.33 mmol) was dissolved in N,N-dimethylacetamide (10 mL). Piperdine (0.162 mL, 1.63 mmol) was added and the mixture was stirred at RT for 30 min. NaBH(OAc)3 (0.173 g, 0.817 mmol) was added in one portion and the reaction was stirred at RT until complete consumption of starting material was observed by HPLC analysis. The reaction was in concentrated in vacuo and the residue was diluted with CH2Cl2 and H2O and the aqueous layer was made basic with NaOH. The layers were separated and the organics were dried over MgSO4 and concentrated in vacuo to afford the crude title compound, which was used without further purification. MS (APCI pos) 345 (M+H).

후처리

  1. stirringthe reaction was stirred at RT until complete consumption of starting material
  2. concentrationin concentrated in vacuo
  3. additionthe residue was diluted with CH2Cl2 and H2O
  4. customThe layers were separated
  5. dry with materialthe organics were dried over MgSO4
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-7b8eecca82d340239929eeec5fe453ac
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07425631B2

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