Trifluoroacetic acid → HCID 58997399, compound

HRID 1592000Notes

Reaction equation

HRID 1592000 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9](=[O:38])[NH:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][N:19]2[CH2:23][C:22](=[O:24])[N:21](CC3C=CC(OC)=CC=3OC)[S:20]2(=[O:37])=[O:36])=[CH:14][CH:13]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:7][CH2:8][C:9]([NH:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][N:19]2[CH2:23][C:22](=[O:24])[NH:21][S:20]2(=[O:36])=[O:37])=[CH:14][CH:13]=1)=[O:38]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67140164HCID 67140164, compound

Product 1

HCID 58997399HCID 58997399, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title C compound, ({4-[5-(2,4-dimethoxy-benzyl)-1,1,4-trioxo-1,2,5-thiadiazolidin-2-ylmethyl]-benzylcarbamoyl}-methyl)-carbamic acid t-butyl ester (80 mg, 0.14 mmol) is stirred in equal volumes of CH2Cl2 and TFA (4 mL) for 16 h. The volatiles are evaporated and the residue is stirred in equal volumes of MeCN/water (5 mL) for 30 min. The mixture is filtered through a 0.2μ Acrodisc and the solvents are evaporated. The solid is washed with Et2O and dried to afford 2-amino-N-[4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-ylmethyl)-benzyl]-acetamide as a white solid: [M−1]−=311.

Workup

  1. customThe volatiles are evaporated
  2. filtrationThe mixture is filtered through a 0.2μ Acrodisc
  3. customthe solvents are evaporated
  4. washThe solid is washed with Et2O
  5. customdried

Sources & evidence

ORD record
ord-5b2dc688d9b74e99890e23ce2e37ab9c
Source dataset
uspto-grants-2007_11
Patent number
US07291635B2

Reaction notes

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