Hydrochloric Acid → HCID 9826810, compound

HRID 1063916Notes

Reaction equation

HRID 1063916 reaction equation
O1CCCCC1[O:7][NH:8][C:9](=[O:37])[CH2:10][C:11]1([C:24]2[S:25][C:26]([C:29]3[CH:34]=[CH:33][C:32]([O:35][CH3:36])=[CH:31][CH:30]=3)=[CH:27][CH:28]=2)[S:17](=[O:19])(=[O:18])[CH2:16][CH2:15][N:14]([S:20]([CH3:23])(=[O:22])=[O:21])[CH2:13][CH2:12]1.Cl>CO>[OH:7][NH:8][C:9](=[O:37])[CH2:10][C:11]1([C:24]2[S:25][C:26]([C:29]3[CH:34]=[CH:33][C:32]([O:35][CH3:36])=[CH:31][CH:30]=3)=[CH:27][CH:28]=2)[S:17](=[O:18])(=[O:19])[CH2:16][CH2:15][N:14]([S:20]([CH3:23])(=[O:22])=[O:21])[CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22276594HCID 22276594, compound

Product 1

HCID 9826810HCID 9826810, compoundYield 53.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of N-(2-tetrahydropyranyloxy)-2-[7-(5-(4-methoxyphenyl)-2-thienyl)-4-methanesulfonyl-1,1-dioxoperhydro-1,4-thiazepin-7-yl]acetamide (110 mg) in methanol (2 ml) was added 10% hydrogen chloride in methanol (0.5 ml) at room temperature. After being stirred for 30 minutes, the reaction mixture was concentrated in vacuo. The resulting residue was purified by silica gel column chromatography (eluent; 0.5-5% methanol in chloroform) to give N-hydroxy-2-[7-(5-(4-methoxyphenyl)-2-thienyl)-4-methanesulfonyl-1,1-dioxoperhydro-1,4-thiazepin-7-yl]acetamide (50 mg) as an amorphous powder.

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. customThe resulting residue was purified by silica gel column chromatography (eluent; 0.5-5% methanol in chloroform)

Sources & evidence

ORD record
ord-22ef6cb27ed54154911d551a425fc19a
Source dataset
uspto-grants-2005_11
Patent number
US06967197B2

Reaction notes

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