Trifluoroacetic acid → HCID 178522119, compound

HRID 923417Notes

Reaction equation

HRID 923417 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[C:13]1[NH:17][C:16]2[CH:18]=[CH:19][C:20]([CH2:22][N:23]([CH2:31][C:32]3[CH:37]=[CH:36][C:35]([NH:38][C:39]([C@H:41]4[CH2:45][CH2:44][CH2:43][N:42]4[C:46]([O:48][CH2:49][CH:50]4[C:62]5[CH:61]=[CH:60][CH:59]=[CH:58][C:57]=5[C:56]5[C:51]4=[CH:52][CH:53]=[CH:54][CH:55]=5)=[O:47])=[O:40])=[CH:34][CH:33]=3)[C:24]3[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=3)=[CH:21][C:15]=2[N:14]=1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[F:30][C:27]1[CH:28]=[CH:29][C:24]([N:23]([CH2:31][C:32]2[CH:33]=[CH:34][C:35]([NH:38][C:39]([C@H:41]3[CH2:45][CH2:44][CH2:43][N:42]3[C:46]([O:48][CH2:49][CH:50]3[C:51]4[CH:52]=[CH:53][CH:54]=[CH:55][C:56]=4[C:57]4[C:62]3=[CH:61][CH:60]=[CH:59][CH:58]=4)=[O:47])=[O:40])=[CH:36][CH:37]=2)[CH2:22][C:20]2[CH:19]=[CH:18][C:16]3[NH:17][C:13]([C@@H:9]4[CH2:10][CH2:11][CH2:12][NH:8]4)=[N:14][C:15]=3[CH:21]=2)=[CH:25][CH:26]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178451898HCID 178451898, compound

Product 1

HCID 178522119HCID 178522119, compoundYield 28%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The product from Example 99E (0.38 g, 0.455 mmol) was dissolved in dichloromethane (4 mL) and treated with trifluoroacetic acid (3 mL) at ambient temperature for 3 hours, then concentrated to dryness, taken up in ethyl acetate and washed with sodium bicarbonate solution. The organic was dried over sodium sulfate, filtered, and concentrated to give 0.092 g (28%) of the title compound.

Workup

  1. concentrationconcentrated to dryness
  2. washwashed with sodium bicarbonate solution
  3. dry with materialThe organic was dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-230406be025440d4a815ae32b83c5fd8
Source dataset
uspto-grants-2016_03
Patent number
US09278922B2

Reaction notes

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