Trifluoroacetic acid → Trifluoroacetic acid

HRID 1435539Notes

Reaction equation

HRID 1435539 reaction equation
[CH:1]1([C:4](Cl)=[O:5])[CH2:3][CH2:2]1.[NH2:7][CH2:8][CH:9]1[CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10]1.C(N(CC)CC)C.[C:27]([OH:33])([C:29]([F:32])([F:31])[F:30])=[O:28]>C(Cl)Cl>[NH:11]1[CH2:12][CH:9]([CH2:8][NH:7][C:4]([CH:1]2[CH2:3][CH2:2]2)=[O:5])[CH2:10]1.[C:27]([OH:33])([C:29]([F:32])([F:31])[F:30])=[O:28]

Participants

7

Reactant 4

HCID 6422Trifluoroacetic acidHCID 8471TriethylamineHCID 77637Cyclopropanecarbonyl chlorideHCID 10679125Tert-butyl 3-(aminomethyl)azetidine-1-carboxylate

Product 2

HCID 6422Trifluoroacetic acidHCID 57937322HCID 57937322, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Cyclopropanecarbonyl chloride (315 mg, 3.0 mmol) was added into a solution of tert-butyl 3-(aminomethyl)azetidine-1-carboxylate (372 mg, 2.0 mmol) and triethylamine (1 mL) in CH2Cl2 (20 mL) at r.t. After 2 h, the reaction mixture was condensed. The residue was dissolved in CH2Cl2 (10 mL) and treated with TFA (10 mL) at r.t for 1 hr. Evaporation of solvents provided the desired product as its TFA salt, which was used in Step A directly.

Workup

  1. customcondensed
  2. customEvaporation of solvents

Sources & evidence

ORD record
ord-74225877c5c745e8be83bd9b8503d4c6
Source dataset
uspto-grants-2009_11
Patent number
US07615642B2

Reaction notes

Loading…