Trifluoroacetic acid → HCID 22644988, compound

HRID 2084971Notes

Reaction equation

HRID 2084971 reaction equation
[CH2:1]([N:8]1[CH2:14][CH2:13][CH:12]([C:15]([O:17]C(C)(C)C)=[O:16])[N:11]([S:22]([C:25]2[CH:30]=[CH:29][C:28]([O:31][CH2:32][C:33]#[C:34][CH3:35])=[CH:27][CH:26]=2)(=[O:24])=[O:23])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>ClCCl>[CH2:1]([N:8]1[CH2:14][CH2:13][CH:12]([C:15]([OH:17])=[O:16])[N:11]([S:22]([C:25]2[CH:30]=[CH:29][C:28]([O:31][CH2:32][C:33]#[C:34][CH3:35])=[CH:27][CH:26]=2)(=[O:24])=[O:23])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acid2×HCID 22645071HCID 22645071, compound

Product 1

HCID 22644988HCID 22644988, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 1-benzyl-4-([4-(2-butynyloxy)phenyl]sulfonyl}-1,4-diazepane-5-carboxylate (0.34 g, 0.68 mmol) in dicloromethane (2 mL) at 0° C. was added trifluoroacetic acid (1.23 mL). After 2.5 h the reaction mixture was allowed to warm to 25° C. whereupon an additional 1 mL of trifluoroacetic acid was added. After 18 h the reaction mixture was concentrated in vacuo to provide 1-benzyl-4-{[4-(2-butynyloxy)phenyl]sulfonyl}-1,4-diazepane-5-carboxylic acid as a white powder.

Workup

  1. additionwas added
  2. concentrationAfter 18 h the reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-bfa902b347674f78a6c387ee2c16b10f
Source dataset
uspto-grants-2004_04
Patent number
US06716833B2

Reaction notes

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