Tert-butyl 3-(3-(5-chloro-3-methylbenzo[b]thiophene-2-sulfonamido)phenyl)azetidine-1-carboxylate → HCID 86636897, compound

HRID 238977Notes

Reaction equation

HRID 238977 reaction equation
[Cl:1][C:2]1[CH:32]=[CH:31][C:5]2[S:6][C:7]([S:10]([NH:13][C:14]3[CH:15]=[C:16]([CH:20]4[CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21]4)[CH:17]=[CH:18][CH:19]=3)(=[O:12])=[O:11])=[C:8]([CH3:9])[C:4]=2[CH:3]=1>C(O)=O>[NH:22]1[CH2:23][CH:20]([C:16]2[CH:15]=[C:14]([NH:13][S:10]([C:7]3[S:6][C:5]4[CH:31]=[CH:32][C:2]([Cl:1])=[CH:3][C:4]=4[C:8]=3[CH3:9])(=[O:12])=[O:11])[CH:19]=[CH:18][CH:17]=2)[CH2:21]1

Participants

3

Reactant 1

HCID 68950293Tert-butyl 3-(3-(5-chloro-3-methylbenzo[b]thiophene-2-sulfonamido)phenyl)azetidine-1-carboxylate

Product 1

HCID 86636897HCID 86636897, compoundYield 102.7%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

tert-Butyl 3-(3-(5-chloro-3-methylbenzo[b]thiophene-2-sulfonamido)phenyl)azetidine-1-carboxylate (140 mg, 0.28 mmol) was stirred in formic acid (3 ml) at 0° C. for 3 h. The solution was concentrated, dissolved in water, concentrated HCl added and the solution concentrated by lyophylisation to give the title compound (113 mg, 93%) as a white foam.

Workup

  1. concentrationThe solution was concentrated
  2. dissolutiondissolved in water
  3. additionconcentrated HCl added
  4. concentrationthe solution concentrated by lyophylisation

Sources & evidence

ORD record
ord-934bc77ab83d45a4a47448dbd02715b4
Source dataset
uspto-grants-2014_02
Patent number
US08642642B2

Reaction notes

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