Triethylamine → HCID 22632676, compound

HRID 2417494Notes

Reaction equation

HRID 2417494 reaction equation
[OH:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]2[CH2:12][N:11]([C:13](=[O:21])[C:14]3[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=3)[CH2:10][C:9](=[O:22])[N:8]([CH2:23][C:24]3[CH:29]=[CH:28][C:27]([C:30]([N:32]4[CH2:36][CH:35]=[CH:34][CH2:33]4)=[O:31])=[CH:26][CH:25]=3)[C:7]=2[CH:37]=1.C(N(CC)CC)C.[CH3:45][S:46](Cl)(=[O:48])=[O:47]>ClCCl>[CH3:45][S:46]([O:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]2[CH2:12][N:11]([C:13](=[O:21])[C:14]3[CH:15]=[CH:16][C:17]([Cl:20])=[CH:18][CH:19]=3)[CH2:10][C:9](=[O:22])[N:8]([CH2:23][C:24]3[CH:29]=[CH:28][C:27]([C:30]([N:32]4[CH2:36][CH:35]=[CH:34][CH2:33]4)=[O:31])=[CH:26][CH:25]=3)[C:7]=2[CH:37]=1)(=[O:48])=[O:47]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 22632361HCID 22632361, compound

Product 1

HCID 22632676HCID 22632676, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

450 mg (0.87 mmol) of 8-hydroxymethyl-1-[4-(2,5-dihydro-1H-pyrrol-1-ylcarbonyl)benzyl]-4-(4-chlorobenzoyl)-1,3,4,5-tetrahydrobenzo[e][1,4]diazepin-2-on was dissolved in 5 ml of dichloromethane. 0.18 ml (1.31 mmol) of triethylamine and 0.08 1 ml (1.05 mmol) of methanesulfonyl chloride were added to the obtained solution under cooling with ice, and the obtained mixture was stirred for 2 hours. After the treatment with dichloromethane as the extracting solvent by an ordinary method, the crude product was obtained.

Workup

  1. temperatureunder cooling with ice

Sources & evidence

ORD record
ord-64e881f9742643d08c0206c7fc7d6e96
Source dataset
uspto-grants-2004_11
Patent number
US06825191B2

Reaction notes

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