Aluminium lithium hydride → HCID 90418008, compound

HRID 2177246Notes

Reaction equation

HRID 2177246 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH2:7]([C:9]1[CH:14]=[CH:13][C:12]([C:15]2[C:19]([CH2:20][O:21][C:22]3[CH:27]=[CH:26][C:25]([CH2:28][CH2:29][C:30](OCC)=[O:31])=[C:24]([F:35])[C:23]=3[F:36])=[C:18]([C:37]([F:40])([F:39])[F:38])[S:17][N:16]=2)=[CH:11][CH:10]=1)[CH3:8]>>[CH2:7]([C:9]1[CH:14]=[CH:13][C:12]([C:15]2[C:19]([CH2:20][O:21][C:22]3[CH:27]=[CH:26][C:25]([CH2:28][CH2:29][CH2:30][OH:31])=[C:24]([F:35])[C:23]=3[F:36])=[C:18]([C:37]([F:38])([F:40])[F:39])[S:17][N:16]=2)=[CH:11][CH:10]=1)[CH3:8]

Participants

3

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 90418813Ethyl 3-(4-((3-(4-ethylphenyl)-5-(trifluoromethyl)isothiazol-4-yl)methoxy)-2,3-difluorophenyl)propanoate

Product 1

HCID 90418008HCID 90418008, compound

Procedure

The title compound was prepared according to the procedure described in Example 111 by LAH reduction of ethyl 3-(4-((3-(4-ethylphenyl)-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 7.65 (d, J=8.3 Hz, 2H), 7.32 (d, J=8.1 Hz, 2H), 6.83 (t, J=7.8 Hz, 1H), 6.72 (t, J=7.5 Hz, 1H), 5.08 (s, 2H), 3.71 (q, J=7.0 Hz, 2H), 2.72 (m, 4H), 1.87 (m, J=9.5 Hz, 2H), 1.25 (t, J=9.1 Hz, 3H).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-d1e9c508b8f0498aaa3ee969daf9e08a
Source dataset
uspto-grants-2015_06
Patent number
US09067898B1

Reaction notes

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