Aluminium lithium hydride → HCID 85473229, compound

HRID 2177380Notes

Reaction equation

HRID 2177380 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:18]=[C:17]([F:19])[S:16][C:15]=2[CH2:20][O:21][C:22]2[C:27]([F:28])=[CH:26][C:25]([CH2:29][CH2:30][C:31](OCC)=[O:32])=[CH:24][C:23]=2[F:36])=[CH:10][CH:9]=1>>[Cl:7][C:8]1[CH:9]=[CH:10][C:11]([C:14]2[CH:18]=[C:17]([F:19])[S:16][C:15]=2[CH2:20][O:21][C:22]2[C:27]([F:28])=[CH:26][C:25]([CH2:29][CH2:30][CH2:31][OH:32])=[CH:24][C:23]=2[F:36])=[CH:12][CH:13]=1

Participants

3

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 90418275HCID 90418275, compound

Product 1

HCID 85473229HCID 85473229, compound

Procedure

The title compound was prepared according to the procedure described in Example 223 by LAH reduction of ethyl 3-(4-((3-(4-chlorophenyl)-5-fluorothiophen-2-yl)methoxy)-3,5-difluoro phenyl)propanoate to give the desired product as off-white oil. 1H NMR (300 MHz, CD3OD) δ7.40-7.52 (m, 4H), 6.83 (d, J=9.6 Hz, 2H), 6.67 (s, 1H), 5.08 (s, 2H), 3.57 (t, J=6.6 Hz, 2H), 2.659 (t, J=7.5 Hz, 2H), 1.77-1.86 (m, 2H). Mass spectrum (ESI, m/z): Calcd. for: C20H16ClF3O2S, 225.0 (M-C9H9F2O2). found 224.9.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-f2602c7541a84e4a87ab62a684e5a6f2
Source dataset
uspto-grants-2015_06
Patent number
US09067898B1

Reaction notes

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