Triethylamine → HCID 58659044, compound

HRID 2223497Notes

Reaction equation

HRID 2223497 reaction equation
[F:1][C:2]1[C:10]2[NH:9][C:8]3[CH2:11][CH2:12][N:13]([C:15]([C:17]4[CH:22]=[C:21]([S:23]([CH3:26])(=[O:25])=[O:24])[CH:20]=[CH:19][C:18]=4[O:27][CH:28]([CH3:30])[CH3:29])=[O:16])[CH2:14][C:7]=3[C:6]=2[CH:5]=[CH:4][CH:3]=1.[CH3:31][S:32](Cl)(=[O:34])=[O:33].C(N(CC)CC)C>ClCCl>[F:1][C:2]1[C:10]2[N:9]([S:32]([CH3:31])(=[O:34])=[O:33])[C:8]3[CH2:11][CH2:12][N:13]([C:15]([C:17]4[CH:22]=[C:21]([S:23]([CH3:26])(=[O:25])=[O:24])[CH:20]=[CH:19][C:18]=4[O:27][CH:28]([CH3:30])[CH3:29])=[O:16])[CH2:14][C:7]=3[C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 58659040HCID 58659040, compound

Product 1

HCID 58659044HCID 58659044, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A suspension of 200 mg (6-fluoro-1,3,4,5-tetrahydro-pyrido[4,3-b]indol-2-yl)-(2-isopropoxy-5-methanesulfonyl-phenyl)-methanone (Example 17) in 5 ml dichloromethane was treated with 106 mg methane sulfonyl chloride, followed by 118 mg triethylamine. The reaction mixture was stirred overnight. Concentration and chromatography (silica gel; ethyl acetate) yielded the title compound as a slightly yellowish solid (17 mg; 7%). MS (m/e): 509.0 (M+CH3COO).

Workup

  1. concentrationConcentration and chromatography (silica gel; ethyl acetate)

Sources & evidence

ORD record
ord-c2a08f073ecf42e2be372a87aacd837e
Source dataset
uspto-grants-2008_05
Patent number
US07375226B2

Reaction notes

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