Aluminium lithium hydride → HCID 85472362, compound
Reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].[Cl:7][C:8]1[C:12]([CH2:13][O:14][C:15]2[CH:20]=[CH:19][C:18]([CH2:21][CH2:22][C:23](OCC)=[O:24])=[C:17]([F:28])[C:16]=2[F:29])=[C:11]([C:30]2[CH:35]=[CH:34][C:33]([Cl:36])=[CH:32][CH:31]=2)[S:10][N:9]=1>>[Cl:7][C:8]1[C:12]([CH2:13][O:14][C:15]2[CH:20]=[CH:19][C:18]([CH2:21][CH2:22][CH2:23][OH:24])=[C:17]([F:28])[C:16]=2[F:29])=[C:11]([C:30]2[CH:31]=[CH:32][C:33]([Cl:36])=[CH:34][CH:35]=2)[S:10][N:9]=1Participants
3
Procedure
The title compound was prepared according to the procedure described in Example 156 following Step 2 by LAH reduction of ethyl 3-(4-((3-chloro-5-(4-chlorophenyl)isothiazol-4-yl)methoxy)-2,3-difluorophenyl)propanoate to afford the desired product as an off-white solid. 1H NMR (400 MHz, CDCl3) δ 7.48 (dd, J=8.5, 4.2 Hz, 4H), 6.88 (t, J=7.5 Hz, 1H), 6.77 (t, J=7.5 Hz, 1H), 4.98 (s, 2H), 3.71 (t, J=8.5 Hz, 2H), 2.73 (t, J=8.5 Hz, 2H), 1.88 (m, 2H), 1.75 (br, s, 1H).
Workup
- customThe title compound was prepared
Sources & evidence
- ORD record
- ord-46580253b7464d869fd836435aa41048
- Source dataset
- uspto-grants-2015_06
- Patent number
- US09067898B1
Reaction notes
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