Triethylamine → HCID 178486599, compound

HRID 731538Notes

Reaction equation

HRID 731538 reaction equation
[F:1][C:2]1[CH:25]=[CH:24][CH:23]=[CH:22][C:3]=1[CH2:4][C:5]1([O:20][CH3:21])[CH2:10][CH2:9][N:8]([C:11]2[CH:16]=[CH:15][C:14]([C:17](=[NH:19])[NH2:18])=[CH:13][CH:12]=2)[CH2:7][CH2:6]1.C(N(CC)CC)C.[F:33][C:34]1[CH:39]=[CH:38][C:37]([S:40](Cl)(=[O:42])=[O:41])=[CH:36][C:35]=1[N+:44]([O-:46])=[O:45]>ClCCl>[F:1][C:2]1[CH:25]=[CH:24][CH:23]=[CH:22][C:3]=1[CH2:4][C:5]1([O:20][CH3:21])[CH2:6][CH2:7][N:8]([C:11]2[CH:16]=[CH:15][C:14]([C:17](=[NH:18])[NH:19][S:40]([C:37]3[CH:38]=[CH:39][C:34]([F:33])=[C:35]([N+:44]([O-:46])=[O:45])[CH:36]=3)(=[O:41])=[O:42])=[CH:13][CH:12]=2)[CH2:9][CH2:10]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 27827994-Fluoro-3-nitrobenzene-1-sulfonyl chlorideHCID 591866574-(4-(2-Fluorobenzyl)-4-methoxy-1-piperidinyl)benzenecarboximidamide

Product 1

HCID 178486599HCID 178486599, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of EXAMPLE 1H (0.200 g, 0.587 mmol) in dichloromethane (5 mL) was treated with triethylamine (0.245 mL, 1.76 mmol) and 4-fluoro-3-nitrobenzenesulfonyl chloride (prepared according to the procedure described in U.S. patent applicaiton Ser. No. 09/957,256, 0.169 g, 0.704 mmol), stirred overnight, and concentrated. The residue was purified by silica gel chromatography eluting with 40% ethyl acetate in hexanes to provide the desired product. MS (ESI) m/e 543 (M+H)+.

Workup

  1. customprepared
  2. concentrationconcentrated
  3. customThe residue was purified by silica gel chromatography
  4. washeluting with 40% ethyl acetate in hexanes

Sources & evidence

ORD record
ord-d8aa57426c8b4d35a45dd28a919169a9
Source dataset
uspto-grants-2009_09
Patent number
US07585858B2

Reaction notes

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