Methylamine → HCID 58941692, compound

HRID 13719Notes

Reaction equation

HRID 13719 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7]([C:15]1[C:23]3[C:18](=[C:19]([NH:24][S:25]([CH3:28])(=[O:27])=[O:26])[CH:20]=[CH:21][CH:22]=3)[NH:17][CH:16]=1)([CH2:11][CH2:12][CH2:13]I)[CH2:6][CH2:5]2.[CH3:29][NH2:30]>O1CCCC1.ClCCl.C(=O)([O-])[O-].[K+].[K+]>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7]([C:15]1[C:23]3[C:18](=[C:19]([NH:24][S:25]([CH3:28])(=[O:27])=[O:26])[CH:20]=[CH:21][CH:22]=3)[NH:17][CH:16]=1)([CH2:11][CH2:12][CH2:13][NH:30][CH3:29])[CH2:6][CH2:5]2

Participants

6

Reactant 2

HCID 6329MethylamineHCID 68583228HCID 68583228, compound

Product 1

HCID 58941692HCID 58941692, compoundYield 49%

Reagents, catalysts & solvents 3

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolventHCID 11430Potassium CarbonateSolvent

Procedure

Stir N-{3-[5-fluoro-1-(3-iodo-propyl)-indan-1-yl]-1H-indol-7-yl}-methane sulfonamide (88 mg, 0.17 mmol) and methylamine (40% in water, 2 ml) in tetrahydrofuran (1 ml) at room temperature under nitrogen for 30 minutes. Dilute with dichloromethane and 10% aqueous potassium carbonate. Filter the white solids that crush out and dry under high vacuum to obtain the title compound (35 mg, 49%). LC-MS m/z 416.1 (M++1).

Workup

  1. filtrationFilter the white solids
  2. customthat crush out and
  3. customdry under high vacuum

Sources & evidence

ORD record
ord-f84d9d54e2574e45ab4f0592294a2761
Source dataset
uspto-grants-2010_06
Patent number
US07728150B2

Reaction notes

Loading…