Trifluoroacetic acid → HCID 71553475, compound

HRID 1778825Notes

Reaction equation

HRID 1778825 reaction equation
[CH2:1]([N:8]1[CH:12]=[C:11]([C:13]2[C:14]([C:43]([O:45]C(C)(C)C)=[O:44])=[N:15][C:16]([N:19]3[CH2:28][CH2:27][C:26]4[C:21](=[C:22]([C:29](=[O:42])[NH:30][C:31]5[S:32][C:33]6[CH:39]=[C:38]([F:40])[C:37]([F:41])=[CH:36][C:34]=6[N:35]=5)[CH:23]=[CH:24][CH:25]=4)[CH2:20]3)=[CH:17][CH:18]=2)[CH:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O>ClCCl>[CH2:1]([N:8]1[CH:12]=[C:11]([C:13]2[C:14]([C:43]([OH:45])=[O:44])=[N:15][C:16]([N:19]3[CH2:28][CH2:27][C:26]4[C:21](=[C:22]([C:29](=[O:42])[NH:30][C:31]5[S:32][C:33]6[CH:39]=[C:38]([F:40])[C:37]([F:41])=[CH:36][C:34]=6[N:35]=5)[CH:23]=[CH:24][CH:25]=4)[CH2:20]3)=[CH:17][CH:18]=2)[CH:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 89498114HCID 89498114, compound

Product 1

HCID 71553475HCID 71553475, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of EXAMPLE 7D (0.085 g) in dichloromethane (0.5 mL) was added TFA (0.5 mL) and the reaction was stirred overnight. The reaction mixture was concentrated and dried to provide the title compound. 1H NMR (300 MHz, dimethylsulfoxide-d6) δ ppm 12.98 (s, 1H), 8.20 (dd, 1H), 7.93-7.83 (m, 2H), 7.70 (d, 1H), 7.58 (dd, 2H), 7.47-7.19 (m, 7H), 6.94 (d, 1H), 5.32 (s, 2H), 4.93 (s, 2H), 3.86 (t, 2H), 2.99 (t, 2H).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customdried

Sources & evidence

ORD record
ord-18857509b2574308bc0d57d168429ebd
Source dataset
uspto-grants-2016_02
Patent number
US09266877B2

Reaction notes

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