Potassium Bromide → HCID 22280176, compound

HRID 1063715Notes

Reaction equation

C[O:2][C:3](=[O:33])[CH2:4][O:5][C:6]1[CH:14]=[CH:13][C:12]([S:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([O:23][CH2:24][C:25]3[CH:30]=[CH:29][C:28]([CH2:31][F:32])=[CH:27][CH:26]=3)=[CH:19][CH:18]=2)=[C:11]2[C:7]=1[CH2:8][CH2:9][CH2:10]2.[K+].[Br-]>>[F:32][CH2:31][C:28]1[CH:27]=[CH:26][C:25]([CH2:24][O:23][C:20]2[CH:21]=[CH:22][C:17]([CH2:16][S:15][C:12]3[CH:13]=[CH:14][C:6]([O:5][CH2:4][C:3]([OH:33])=[O:2])=[C:7]4[C:11]=3[CH2:10][CH2:9][CH2:8]4)=[CH:18][CH:19]=2)=[CH:30][CH:29]=1

Participants

Reactant 2

HCID 253877Potassium Bromide

HCID 69471516{7-[4-(4-Fluoromethyl-benzyloxy)-benzylsulfanyl]-indan-4-yloxy}-acetic acid methyl ester

Product 1

HCID 22280176HCID 22280176, compound

Procedure

The title compound was prepared in the manner analogous to Example 1 using 65A. mp 153-155° C.; IR (KBr) cm−1: 3117, 3028, 1731, 1512, 1471, 1231; 400 MHz 1H NMR (DMSO-d6): δ 12.94 (br(s), 1H), 7.39-7.47 (m, 2H), 7.01-7.20 (m, 5H); 6.82-6.89 (m, 2H) 6.56 (d, 1H, J=8.4 Hz), 4.99 (s, 2H), 4.61 (s, 2H), 3.94 (s, 2H), 2.75 (t, 2H, J=7.5 Hz), 2.67 (t, 2H, J=7.5 Hz), 1.89 (pentet, 2H); MS m/z 437 (M−1). Anal. Calc'd for C25H23FO4S: C, 68.48; H, 5.29. found: C, 68.24; H, 5.15.

Sources & evidence

ORD record: ord-6ff13fd23e2945eb9c972d1caf548e11
Source dataset: uspto-grants-2005_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06964983B2

Reaction notes

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