Water → HCID 10298045, compound

HRID 2221249Notes

Reaction equation

HRID 2221249 reaction equation
[F:1][C:2]1[CH:28]=[CH:27][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([C:16]4[CH:21]=[CH:20][C:19]([O:22][C:23]([F:26])([F:25])[F:24])=[CH:18][CH:17]=4)=[CH:13][CH:14]=3)[CH:9]=[CH:8]2)=[CH:4][CH:3]=1.[C:29](Cl)(=[O:33])[C:30](Cl)=[O:31].[OH2:35]>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([C:16]4[CH:17]=[CH:18][C:19]([O:22][C:23]([F:26])([F:24])[F:25])=[CH:20][CH:21]=4)=[CH:13][CH:14]=3)[C:9]([C:29](=[O:33])[C:30]([OH:35])=[O:31])=[CH:8]2)=[CH:27][CH:28]=1

Participants

4

Reactant 3

HCID 962WaterHCID 65578Oxalyl chlorideHCID 11292068HCID 11292068, compound

Product 1

HCID 10298045HCID 10298045, compound

Procedure

The title compound was prepared from 1-(4-fluorobenzyl)-5-[4-(trifluoromethoxy)phenyl]-1H-indole and oxalyl chloride in substantially the same manner, as described in Step 3 of Example 25. The product was obtained as a white solid; mp: 158-159° C. Mass spectrum (ESI, [M+H]+) m/z 458. 1HNMR (400 MHz, DMSO-d6): δ 14.00 (br s, 1H), 8.74 (s, 1H), 8.43 (s, 1H), 7.77 (d, 2H, J=6.7 Hz), 7.70 (d, 1H, J=8.6 Hz), 7.59 (dd, 1H, J=8.7 Hz and 1.7 Hz), 7.45 (d, 2H, J=8.1 Hz), 7.40 (d, 1H, J=8.7 Hz), 7.39 (d, 1H, J=8.5 Hz), 7.18 (t, 2H, J=9.1 Hz), and 5.61 ppm (s, 2H). Elemental Analysis for C24H15F4NO4.0.2 H2O: Calculated: C, 62.53; H, 3.37; N, 3.04. Found: C, 62.31, H, 3.20; N, 3.12.

Workup

  1. customThe product was obtained as a white solid

Sources & evidence

ORD record
ord-b8f2584f98a44524bd095e0fe2f6a211
Source dataset
uspto-grants-2008_05
Patent number
US07368471B2

Reaction notes

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