HCID 66758835, compound → HCID 66759222, compound

HRID 564227Notes

Reaction equation

HRID 564227 reaction equation
[C:1]([C:4]1[C:12]2[N:11]=[C:10]([C:13]3[S:17][C:16]([CH:18]4[CH2:23][CH2:22][CH2:21][CH2:20][N:19]4C(OCC4C=CC=CC=4)=O)=[CH:15][CH:14]=3)[NH:9][C:8]=2[CH:7]=[CH:6][CH:5]=1)(=[O:3])[NH2:2]>C(O)(C(F)(F)F)=O>[NH:19]1[CH2:20][CH2:21][CH2:22][CH2:23][CH:18]1[C:16]1[S:17][C:13]([C:10]2[NH:9][C:8]3[CH:7]=[CH:6][CH:5]=[C:4]([C:1]([NH2:2])=[O:3])[C:12]=3[N:11]=2)=[CH:14][CH:15]=1

Participants

3

Reactant 1

HCID 66758835HCID 66758835, compound

Product 1

HCID 66759222HCID 66759222, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of EXAMPLE 28E (0.21 g) in TFA (10 mL) was stirred at ambient temperature overnight and concentrated. The concentrate was purified by HPLC (Zorbax, C-18, Mobile phase A: 0.1% TFA in water; B: 0.1% TFA in acetonitrile; 0-100% gradient). 1H NMR (DMSO-d6) δ 1.62-1.76 (m, 1H), 1.84-1.96 (m, 2H), 2.00-2.08 (m, 1H), 2.10-2.20 (m, 1H), 2.19-2.28 (m, 1H), 3.06-3.13 (m, 1H), 3.34-3.47 (m, 1H), 4.36-4.50 (m, 1H), 7.02 (s, 1H), 7.28 (t, J=7.9 Hz, 1H), 7.38 (d, J=4.0 Hz, 1H), 7.65 (d, J=7.0 Hz, 1H), 7.81 (d, J=4.0 Hz, 1H), 7.98 (d, J=7.3 Hz, 1H), 9.40 (s, 1H), 9.50 (s, 1H), 10.10 (s, 1H).

Workup

  1. concentrationconcentrated
  2. customThe concentrate was purified by HPLC (Zorbax, C-18, Mobile phase A: 0.1% TFA in water; B: 0.1% TFA in acetonitrile; 0-100% gradient)

Sources & evidence

ORD record
ord-8284da4b6c6f4019b0084139be205933
Source dataset
uspto-grants-2011_11
Patent number
US08067613B2

Reaction notes

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