4-Chlorophenol → HCID 59192594, compound

HRID 1696889Notes

Reaction equation

[C:1]([O:5][C:6](=[O:32])[CH2:7][O:8][C:9]1[C:18]2[CH2:17][CH2:16][CH2:15][C@@H:14]([N:19]([S:21]([C:24]3[CH:29]=[CH:28][C:27](F)=[C:26]([Cl:31])[CH:25]=3)(=[O:23])=[O:22])[CH3:20])[C:13]=2[CH:12]=[CH:11][CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[Cl:33][C:34]1[CH:39]=[CH:38][C:37]([OH:40])=[CH:36][CH:35]=1>>[C:1]([O:5][C:6](=[O:32])[CH2:7][O:8][C:9]1[C:18]2[CH2:17][CH2:16][CH2:15][C@@H:14]([N:19]([S:21]([C:24]3[CH:29]=[CH:28][C:27]([O:40][C:37]4[CH:38]=[CH:39][C:34]([Cl:33])=[CH:35][CH:36]=4)=[C:26]([Cl:31])[CH:25]=3)(=[O:23])=[O:22])[CH3:20])[C:13]=2[CH:12]=[CH:11][CH:10]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 46844-Chlorophenol

HCID 59192587HCID 59192587, compound

Product 1

HCID 59192594HCID 59192594, compoundYield 75%

Procedure

Starting with {(R)-5-[(3-chloro-4-fluoro-benzenesulfonyl)-methyl-amino]-5,6,7,8-tetrahydro-naphthalen-1-yloxy}-acetic acid tert-butyl ester (100 mg, 0.207 mmol) and 4-chlorophenol (315 mg, 2.45 mmol), using the method analogous to the one described for example 2-2, method D, 2nd step, ((R)-5-{[3-chloro-4-(4-chlorophenoxy)-benzenesulfonyl]-methyl-amino}-5,6,7,8-tetrahydro-naphthalen-1-yloxy)-acetic acid tert-butyl ester (92 mg, 75%) was obtained as a white powder. MS cald. For C29H31Cl2NO6S 591, obsd. 592 (ESI+) [(M+H)+].

Sources & evidence

ORD record: ord-05c4849b4d074b638dbe117574ac18b4
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163781B2

Reaction notes

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