Aluminium lithium hydride → HCID 90418629, compound

HRID 2177252Notes

Reaction equation

HRID 2177252 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH:7]1([C:12]2[C:16]([CH2:17][O:18][C:19]3[C:24]([F:25])=[CH:23][C:22]([CH2:26][CH2:27][C:28](OCC)=[O:29])=[CH:21][C:20]=3[F:33])=[C:15]([C:34]([F:37])([F:36])[F:35])[S:14][N:13]=2)[CH2:11][CH2:10][CH2:9][CH2:8]1>>[CH:7]1([C:12]2[C:16]([CH2:17][O:18][C:19]3[C:20]([F:33])=[CH:21][C:22]([CH2:26][CH2:27][CH2:28][OH:29])=[CH:23][C:24]=3[F:25])=[C:15]([C:34]([F:36])([F:35])[F:37])[S:14][N:13]=2)[CH2:11][CH2:10][CH2:9][CH2:8]1

Participants

3

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 90418626HCID 90418626, compound

Product 1

HCID 90418629HCID 90418629, compound

Procedure

The title compound was prepared according to the procedure described in Example 111 by LAH reduction of ethyl 3-(4-((3-cyclopentyl-5-(trifluoromethyl)isothiazol-4-yl)methoxy)-3,5-difluorophenyl)propanoate to afford the desired product as an off-white solid. 1H NMR (300 MHz, CD3OD) δ 7.39 (d, J=9.6 Hz, 2H), 5.20 (s, 2H), 3.64-3.54 (m, 3H), 2.66 (t, J=7.8 Hz, 2H), 2.05-2.09 (m, 2H), 1.70-1.95 (m, 8H). Mass spectrum (ESI, m/z): Calcd. for C19H20F5NO2S, 422.1 (M+H). found 422.1.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-18fe1fdb00484dde8563028bd972ef96
Source dataset
uspto-grants-2015_06
Patent number
US09067898B1

Reaction notes

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