Trifluoroacetic acid → HCID 68705755, compound

HRID 222095Notes

Reaction equation

HRID 222095 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:17]2[C:9](=[C:10]3[C:14](=[CH:15][CH:16]=2)[NH:13][N:12]=[CH:11]3)[N:8]([CH3:18])[C:7]=1[C:19]([O:21]C(C)(C)C)=[O:20])=[O:5])[CH3:2].FC(F)(F)C(O)=O>C(Cl)Cl>[CH2:1]([O:3][C:4]([C:6]1[C:17]2[C:9](=[C:10]3[C:14](=[CH:15][CH:16]=2)[NH:13][N:12]=[CH:11]3)[N:8]([CH3:18])[C:7]=1[C:19]([OH:21])=[O:20])=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68708930HCID 68708930, compound

Product 1

HCID 68705755HCID 68705755, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-methyl-1,6-dihydro-1,6,7-triaza-as-indacene-2,3-dicarboxylic acid 2-tert-butyl ester 3-ethyl ester C3 (0.68 mmol in DCM (10 mL), trifluoroacetic acid (1 mL) was added. The solution was stirred at rt for 2 h then the reaction mixture was evaporated to dryness affording the title compound in quantitative yield. ESI (+) MS: m/z 288 (MH+); MS (ES−) 286. 1H NMR: 1.35 (t, J=7.07, 3H), 4.18 (s, 3H), 4.33 (q, J=7.07, 2H), 7.47 (d, J=9.02, 1H), 7.91 (d, J=9.02, 1H), 8.51 (s, 1H), 13.46 (bs, 2H).

Workup

  1. customthe reaction mixture was evaporated to dryness

Sources & evidence

ORD record
ord-5ba3eb2d5d67459a88c6e4b1e0b0a0e7
Source dataset
uspto-grants-2012_06
Patent number
US08207180B2

Reaction notes

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