Trifluoroacetic acid → Trifluoroacetic acid

HRID 2370656Notes

Reaction equation

HRID 2370656 reaction equation
C(OC([N:8]1[CH2:17][CH2:16][C:15]2[N:14]=[CH:13][C:12]([NH:18][C:19]3[N:28]=[C:27]4[C:22]([C:23](=[O:40])[N:24]([C:32]5[C:37]([F:38])=[CH:36][CH:35]=[CH:34][C:33]=5[Cl:39])[C:25]5[N:26]4[CH:29]=[CH:30][N:31]=5)=[CH:21][N:20]=3)=[CH:11][C:10]=2[CH2:9]1)=O)(C)(C)C.[F:41][C:42]([F:47])([F:46])[C:43]([OH:45])=[O:44]>C(Cl)Cl>[Cl:39][C:33]1[CH:34]=[CH:35][CH:36]=[C:37]([F:38])[C:32]=1[N:24]1[C:23](=[O:40])[C:22]2[CH:21]=[N:20][C:19]([NH:18][C:12]3[CH:13]=[N:14][C:15]4[CH2:16][CH2:17][NH:8][CH2:9][C:10]=4[CH:11]=3)=[N:28][C:27]=2[N:26]2[CH:29]=[CH:30][N:31]=[C:25]12.[F:41][C:42]([F:47])([F:46])[C:43]([OH:45])=[O:44]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68193665HCID 68193665, compound

Product 2

HCID 6422Trifluoroacetic acidHCID 68194960HCID 68194960, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of Example 277A (54.6 mg, 0.097 mmol) and trifluoroacetic acid (0.075 mL, 0.970 mmol) in CH2Cl2 (3 mL) was stirred overnight. The solids were filtered, rinsed with CH2Cl2, and dried to provide the title compound as a trifluoroacetic acid salt. 1H NMR (400 MHz, CD3OD) δ 3.29-3.26 (m, 2H), 3.68 (t, J=6.4 Hz, 2H), 4.55 (s, 2H), 7.11 (d, J=1.9 Hz, 1H), 7.44-7.35 (m, 1H), 7.56-7.53 (m, 1H), 7.66-7.60 (m, 1H), 7.91 (d, J=1.9 Hz, 1H), 8.38 (bs, 1H), 8.93 (bs, 1H), 9.26 (s, 1H). MS (ESI+) m/z 463.2 (M+H)+.

Workup

  1. filtrationThe solids were filtered
  2. washrinsed with CH2Cl2
  3. customdried

Sources & evidence

ORD record
ord-d009c0a95106491b92a6c846901d0951
Source dataset
uspto-grants-2014_04
Patent number
US08710065B2

Reaction notes

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