Benzenesulfonyl chloride → HCID 5330829, compound

HRID 2215073Notes

Reaction equation

HRID 2215073 reaction equation
[NH2:1][C:2]1[C:7]([C:8]([C:10]2[C:15]([F:16])=[CH:14][CH:13]=[CH:12][C:11]=2[F:17])=[O:9])=[CH:6][CH:5]=[C:4]([NH:18][C:19]2[CH:24]=[CH:23][C:22]([NH2:25])=[CH:21][CH:20]=2)[N:3]=1.[C:26]1([S:32](Cl)(=[O:34])=[O:33])[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C(N(CC)CC)C>C1COCC1.C(Cl)Cl>[NH2:1][C:2]1[N:3]=[C:4]([NH:18][C:19]2[CH:20]=[CH:21][C:22]([NH:25][S:32]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)(=[O:34])=[O:33])=[CH:23][CH:24]=2)[CH:5]=[CH:6][C:7]=1[C:8](=[O:9])[C:10]1[C:15]([F:16])=[CH:14][CH:13]=[CH:12][C:11]=1[F:17]

Participants

6

Reactant 3

HCID 7369Benzenesulfonyl chlorideHCID 8471TriethylamineHCID 5330827HCID 5330827, compound

Product 1

HCID 5330829HCID 5330829, compoundYield 73.5%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of Compound 17 (5.8 mg, 0.017 mmol), benzenesulfonyl chloride (2.38 μL, 0.019 mmol), triethylamine (2.9 μL, 0.021 mmol) in THF (0.2 mL) and methylene chloride (0.2 mL) was stirred at rt for about 2 hours. The resultant mixture was then separated by chromatography (on silica gel, eluting with 1:1 ethyl acetate:hexane) to give Compound 19 (6 mg, 73% yield).

Workup

  1. customThe resultant mixture was then separated by chromatography (on silica gel, eluting with 1:1 ethyl acetate:hexane)

Sources & evidence

ORD record
ord-ccfbfdcd55b447889c76ff0e5b04c51c
Source dataset
uspto-grants-2006_09
Patent number
US07109220B2

Reaction notes

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