HCID 68718558, compound → HCID 86618264, compound

HRID 1159866Notes

Reaction equation

HRID 1159866 reaction equation
FC(F)(F)[C:3]([OH:5])=[O:4].[CH3:8][O:9][C:10]1[C:11]([CH2:28][NH:29][CH3:30])=[C:12]2[C:16](=[CH:17][CH:18]=1)[N:15]([S:19]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)(=[O:21])=[O:20])[CH:14]=[CH:13]2>ClCCl>[CH3:8][O:9][C:10]1[C:11]([CH2:28][N:29]([CH3:30])[C:3](=[O:4])[O:5][C:11]([CH3:28])([CH3:12])[CH3:10])=[C:12]2[C:16](=[CH:17][CH:18]=1)[N:15]([S:19]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)(=[O:21])=[O:20])[CH:14]=[CH:13]2

Participants

3

Reactant 1

HCID 68718558HCID 68718558, compound

Product 1

HCID 86618264HCID 86618264, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

{[5-methoxy-1-(phenylsulfonyl)-1H-indol-4-yl]methyl}methylamine (0.627 g, 1.9 mmol; Example 144) was dissolved in dichloromethane (25 ml) and boc-anhydride (0.62 g, 2.8 mmol) was added. The mixture was stirred for 2 hours, washed with brine, dried (MgSO4) and evaporated. The crude product was purified through a plug of silica using 5% MeOH in dichloromethane as the eluent. Yield 0.628 g (78%). White solid. MS (ESI+) for C22H26N2O5S m/z 375 (M+H)+.

Workup

  1. washwashed with brine
  2. dry with materialdried (MgSO4)
  3. customevaporated
  4. customThe crude product was purified through a plug of silica using 5% MeOH in dichloromethane as the eluent

Sources & evidence

ORD record
ord-9ade6752605e49f8bfc56f980dc9d5e1
Source dataset
uspto-grants-2010_10
Patent number
US07812017B2

Reaction notes

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