1-(6-Chloro-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)cyclobutanecarboxaldehyde → HCID 18317883, compound

HRID 1700383Notes

Reaction equation

HRID 1700383 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10]1[CH:9]([C:15]3([CH:19]=[O:20])[CH2:18][CH2:17][CH2:16]3)[NH:8][CH2:7][CH2:6][C:5]2=1.[CH2:21]([Mg]Br)[CH3:22]>O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10]1[CH:9]([C:15]3([CH:19]([OH:20])[CH2:21][CH3:22])[CH2:18][CH2:17][CH2:16]3)[NH:8][CH2:7][CH2:6][C:5]2=1

Participants

4

Reactant 2

HCID 183179861-(6-Chloro-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)cyclobutanecarboxaldehydeHCID 178418443HCID 178418443, compound

Product 1

HCID 18317883HCID 18317883, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

2.32 g of the compound obtained in Step A of Example 115 in 150 ml of tetrahydrofuran are stirred for 4 hours at −30° C., under an inert atmosphere, in the presence of 15 ml of a 1M solution of ethylmagnesium bromide in tetrahydrofuran. After returning to ambient temperature, the mixture is worked up in conventional manner, then concentrated under reduced pressure, enabling the expected product to be isolated.

Workup

  1. customAfter returning to ambient temperature
  2. concentrationconcentrated under reduced pressure
  3. customto be isolated

Sources & evidence

ORD record
ord-f7e93ae2df364eb0a1ae40511447bdc3
Source dataset
uspto-grants-2002_02
Patent number
US06350757B1

Reaction notes

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