Aluminium lithium hydride → HCID 90418238, compound

HRID 2177245Notes

Reaction equation

HRID 2177245 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[C:18]([CH2:19][O:20][C:21]3[CH:26]=[CH:25][C:24]([CH2:27][CH2:28][C:29](OCC)=[O:30])=[C:23]([F:34])[C:22]=3[F:35])=[C:17]([C:36]([F:39])([F:38])[F:37])[S:16][N:15]=2)=[CH:10][CH:9]=1>>[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[C:18]([CH2:19][O:20][C:21]3[CH:26]=[CH:25][C:24]([CH2:27][CH2:28][CH2:29][OH:30])=[C:23]([F:34])[C:22]=3[F:35])=[C:17]([C:36]([F:39])([F:38])[F:37])[S:16][N:15]=2)=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 90418385Ethyl 3-(4-((3-(4-chlorophenyl)-5-(trifluoromethyl)isothiazol-4-yl)methoxy)-2,3-difluorophenyl)propanoate

Product 1

HCID 90418238HCID 90418238, compound

Procedure

The title compound was prepared according to the procedure described in Example 111 by LAH reduction of ethyl 3-(4-((3-(4-chlorophenyl)-5-(trifluoromethyl)isothiazol-4-yl)methoxy)-2,3-difluorophenyl)propanoate to afford the desired product as an off-white solid. 1H NMR (400 MHz, CDCl3) δ 7.72 (d, J=8.5 Hz, 2H), 7.46 (d, J=8.4 Hz, 2H), 6.89 (dd, J=10.5, 4.2 Hz, 1H), 6.72 (dd, J=10.5, 4.2 Hz, 1H), 5.06 (s, 2H), 3.71 (t, J=9.2 Hz, 2H), 2.74 (t, J=9.0 Hz, 2H), 1.87 (m, 2H), 1.45 (br, s, 1H).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-bfe6b015133e4091a8ae5a9fc72cc702
Source dataset
uspto-grants-2015_06
Patent number
US09067898B1

Reaction notes

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