Piperidine → HCID 59486432、化合物

HRID 32081ノート

反応式

HRID 32081 の反応式
[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]

参加物

5

反応物 3

HCID 8082PiperidineHCID 5049666Sodium triacetoxyborohydrideHCID 59486383HCID 59486383、化合物

生成物 1

HCID 59486432HCID 59486432、化合物

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

実験手順

(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).

後処理

  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

出典と根拠

ORDレコード
ord-7b8eecca82d340239929eeec5fe453ac
出典データセット
uspto-grants-2008_09
特許番号
US07425631B2

反応ノート

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