Water → HCID 58386508, compound

HRID 74522

Reaction equation

HRID 74522 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[NH:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]([CH2:16][CH2:17][C:18]([N:20]2[CH2:24][CH2:23][CH2:22][CH2:21]2)=O)=[CH:8]1.O>C1COCC1>[N:20]1([CH2:18][CH2:17][CH2:16][C:9]2[C:10]3[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=3)[NH:7][CH:8]=2)[CH2:24][CH2:23][CH2:22][CH2:21]1

Participants

5

Reactant 3

HCID 962WaterHCID 48067833-(1H-indol-3-yl)-1-(pyrrolidin-1-yl)propan-1-oneHCID 21226445Aluminium lithium hydride

Product 1

HCID 58386508HCID 58386508, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Under a nitrogen atmosphere 3.40 mL (3.40 mmol) of a 1M lithium aluminium hydride solution in THF was slowly added dropwise to 670 mg (2.77 mmol) 3-(1H-indol-3-yl)-1-pyrrolidin-1-yl-propan-1-one in 30 mL THF. The reaction mixture was stirred for 1 h at 65 C and after cooling combined with 1 mL water. After 10 min stirring at RT the organic phase was dried on sodium sulphate and evaporated down i. vac. The product was reacted further without any further purification.

Workup

  1. temperatureafter cooling
  2. stirringAfter 10 min stirring at RT the organic phase
  3. customwas dried on sodium sulphate
  4. customevaporated down i
  5. customThe product was reacted further without any further purification

Sources & evidence

ORD record
ord-39f6eb522e4e4be3be7652d682775701
Source dataset
uspto-grants-2014_09
Patent number
US08829006B2

Linked notes

Loading…