Lithium Hydroxide → HCID 22504899, compound

HRID 1296071Notes

Reaction equation

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

Participants

Reactant 2

HCID 3939Lithium Hydroxide

HCID 20770857HCID 20770857, compound

Product 1

HCID 22504899HCID 22504899, compound

Procedure

The title compound was prepared in the manner analogous to example 24 using {6-[5-(4-trifluoromethyl-phenyl)-isoxazol-3-ylmethoxy]-benzofuran-3-yl}-acetic acid methyl ester (80A) and lithium hydroxide. mp 201° C. (decompose); IR (thin film) cm−1: 1711, 1600, 1433, 1319, 1228, 1143; 400 MHz 1H NMR (DMSO-d6) 12.40 (br s, 1H), 8.08 (d, 2H, J=8.1 Hz), 7.86 (d, 2H, J=8.1 Hz), 7.74 (s, 1H), 7.45 (d, 1H, J=8.6. Hz), 7.35 (s, 1H), 7.30 (d, 1H, J=2.0 Hz), 6.93 (dd, 1H, J=6.3, 2.2 Hz), 5.27 (s, 2H), 3.60 (s, 2H); MS m/z 416 (M−1). Anal. Calc'd for C21H14F3NO5: C, 60.44; H, 3.38; N, 3.36; found: 60.49; H, 3.23; N, 3.34.

Sources & evidence

ORD record: ord-415c5bc46cb54d5cb8a223551e925ec4
Source dataset: uspto-grants-2007_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07244763B2

Reaction notes

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