Trifluoroacetic acid → HCID 10345915, compound

HRID 1823208Notes

Reaction equation

HRID 1823208 reaction equation
[CH2:1]([O:8][C:9](=[O:44])[NH:10][C:11]1[C:12](=[O:43])[N:13]2[C:17](=[C:18]([C:20](=[O:22])[CH3:21])[CH:19]=1)[CH2:16][CH2:15][C@H:14]2[C:23](=[O:42])[NH:24][CH2:25][C:26]1[CH:31]=[CH:30][C:29]([C:32]([NH:34]C(OC(C)(C)C)=O)=[NH:33])=[CH:28][CH:27]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:1]([O:8][C:9](=[O:44])[NH:10][C:11]1[C:12](=[O:43])[N:13]2[C:17](=[C:18]([C:20](=[O:22])[CH3:21])[CH:19]=1)[CH2:16][CH2:15][C@H:14]2[C:23](=[O:42])[NH:24][CH2:25][C:26]1[CH:31]=[CH:30][C:29]([C:32](=[NH:33])[NH2:34])=[CH:28][CH:27]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 140484921HCID 140484921, compound

Product 1

HCID 10345915HCID 10345915, compoundYield 30.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The compound (22 mg, 0.116 mmol) obtained from Step E was dissolved in CH2Cl2 and treated with TFA (180 μL, 2.32 mmol). Let stir 2 h at room temperature. Concentrated under vacuum, lyopholized to give a white solid (18 mg). 1HNMR (300 MHz, CD3OD) δ 2.49 (s, 3H) 3.2–3.4 (m, 2H) 4.6–4.9 (m, 2H) 5.2 (m, 1H), 5.25 (s, 2H) 7.3–7.5 (m, 9H), 7.6 (m, 2H) 7.8 (m, 2H). MS m/e 502.4 [M+H].

Workup

  1. concentrationConcentrated under vacuum

Sources & evidence

ORD record
ord-751d3777c5834ed38a29ee28dcea898a
Source dataset
uspto-grants-2006_05
Patent number
US07037911B2

Reaction notes

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