Trifluoroacetic acid → HCID 68528683, compound

HRID 1036373Notes

Reaction equation

HRID 1036373 reaction equation
[NH2:1][C:2]1[N:3]=[C:4]([N:22]2[CH2:26][CH2:25][C@@H:24]([N:27](C)[C:28](=O)OC(C)(C)C)[CH2:23]2)[C:5]2[CH2:12][CH2:11][CH2:10][C:9]3[N:13]([C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=4)[N:14]=[CH:15][C:8]=3[C:6]=2[N:7]=1.[F:36][C:37]([F:42])([F:41])[C:38]([OH:40])=[O:39]>ClCCl>[F:36][C:37]([F:42])([F:41])[C:38]([OH:40])=[O:39].[CH3:28][NH:27][C@@H:24]1[CH2:25][CH2:26][N:22]([C:4]2[C:5]3[CH2:12][CH2:11][CH2:10][C:9]4[N:13]([C:16]5[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=5)[N:14]=[CH:15][C:8]=4[C:6]=3[N:7]=[C:2]([NH2:1])[N:3]=2)[CH2:23]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86637697HCID 86637697, compound

Product 1

HCID 68528683HCID 68528683, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The product from Example 11E (5 mg) was dissolved in dichloromethane (0.5 ml) and treated with trifluoroacetic acid (0.5 mL) for 1 hour at ambient temperature. The reaction mixture was concentrated and triturated with ether to yield the title compound: 1H NMR (300 MHz, DMSO-d6) δ 8.66 (s, 1 H), 8.16 (s, 1 H), 7.59 (m, 5 H), 3.84 (m, 2 H), 2.91 (t, J=6.78 Hz, 2 H), 2.67 (m, 4H), 2.45 (s, 3H), 2.27 (m, 2 H), 2.14 (m, 3 H); MS (ESI+) m/z 376 (M+H)+.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customtriturated with ether

Sources & evidence

ORD record
ord-4b2d9fbe865d46679437fdf570514981
Source dataset
uspto-grants-2013_10
Patent number
US08546410B2

Reaction notes

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