Sodium cyanoborohydride → HCID 57388226, compound

HRID 2278603Notes

Reaction equation

HRID 2278603 reaction equation
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[C:7]([CH3:11])[NH:8]2)=[CH:4][CH:3]=1.C([BH3-])#N.[Na+]>C(O)(=O)C>[F:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH:7]([CH3:11])[NH:8]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 5003444Sodium cyanoborohydrideHCID 99421856-fluoro-2-methyl-1H-indole

Product 1

HCID 57388226HCID 57388226, compoundYield 93.7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The product is prepared by following the procedure described in reference example 2c (step 1c) using 1.4 g of 6-fluoro-2-methylindole, 51 ml of acetic acid and 1.9 g of sodium cyanoborohydride. After silica column purification, eluent: 90/10 heptane/ethyl acetate, 1.33 g of 6-fluoro-2-methyl-2,3-dihydro-1H-indole are obtained, which is used as it is in the next step.

Workup

  1. customThe product is prepared
  2. customAfter silica column purification, eluent

Sources & evidence

ORD record
ord-c24e0d3d68c44b6ba24893ff05b1c35e
Source dataset
uspto-grants-2015_09
Patent number
US09133168B2

Reaction notes

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