Methanesulfonyl chloride → HCID 22479237, compound

HRID 1392173Notes

Reaction equation

HRID 1392173 reaction equation
[Br:1][C:2]1[CH:27]=[CH:26][C:5]([CH2:6][C:7]23[C:15](=[O:16])[N:14]([C:17]4[CH:22]=[C:21]([Cl:23])[CH:20]=[C:19]([Cl:24])[CH:18]=4)[C:13](=[O:25])[N:12]2[CH2:11][CH2:10][NH:9][CH2:8]3)=[CH:4][CH:3]=1.CCN(C(C)C)C(C)C.[CH3:37][S:38](Cl)(=[O:40])=[O:39]>C(Cl)Cl>[CH3:37][S:38]([N:9]1[CH2:8][C:7]2([CH2:6][C:5]3[CH:26]=[CH:27][C:2]([Br:1])=[CH:3][CH:4]=3)[N:12]([C:13](=[O:25])[N:14]([C:17]3[CH:22]=[C:21]([Cl:23])[CH:20]=[C:19]([Cl:24])[CH:18]=3)[C:15]2=[O:16])[CH2:11][CH2:10]1)(=[O:40])=[O:39]

Participants

5

Reactant 3

HCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 22479108HCID 22479108, compound

Product 1

HCID 22479237HCID 22479237, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 6-(4-bromobenzyl)-8-(3,5-dichlorophenyl)-1,4,8-triazabicyclo[4.3.0]nonane-7,9-dione (0.063 g) in CH2Cl2 (6 mL) was added DIEA (0.05 mL) and methanesulfonyl chloride (0.015 mL). After 1 hour, the mixture was concentrated and purified by chromatography (Silica gel: 4% MeOH/CH2Cl2, Chromatotron) afforded the titled compound. (0.069 g). MS (m/z) 546 (MH+). mp 229° C.

Workup

  1. concentrationthe mixture was concentrated
  2. custompurified by chromatography (Silica gel: 4% MeOH/CH2Cl2, Chromatotron)

Sources & evidence

ORD record
ord-fd64d148fd844a578c2fee022c4a7ae0
Source dataset
uspto-grants-2008_03
Patent number
US07342012B2

Reaction notes

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