Aluminium lithium hydride → HCID 85471956, compound

HRID 2177373Notes

Reaction equation

HRID 2177373 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].[O:7]1[C:11]2[CH:12]=[CH:13][C:14]([C:16]3[C:17]([CH2:25][O:26][C:27]4[C:32]([F:33])=[CH:31][C:30]([CH2:34][CH2:35][C:36](OCC)=[O:37])=[CH:29][C:28]=4[F:41])=[C:18]([C:21]([F:24])([F:23])[F:22])[S:19][CH:20]=3)=[CH:15][C:10]=2[CH2:9][CH2:8]1>>[O:7]1[C:11]2[CH:12]=[CH:13][C:14]([C:16]3[C:17]([CH2:25][O:26][C:27]4[C:28]([F:41])=[CH:29][C:30]([CH2:34][CH2:35][CH2:36][OH:37])=[CH:31][C:32]=4[F:33])=[C:18]([C:21]([F:24])([F:22])[F:23])[S:19][CH:20]=3)=[CH:15][C:10]=2[CH2:9][CH2:8]1

Participants

3

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 90417759HCID 90417759, compound

Product 1

HCID 85471956HCID 85471956, compound

Procedure

The title compound was prepared according to the procedure described in Example 223 by LAH reduction of ethyl 3-(4-((4-(2,3-dihydrobenzofuran-5-yl)-2-(trifluoromethyl)thiophen-3-yl)methoxy)-3,5-difluorophenyl)propanoate to give the desired product as off-white oil. 1H NMR (400 MHz, CDCl3) δ 7.42 (s, 1H), 7.3 (s, 1H), 7.26 (m, 1H), 6.82 (d, J=8.6 Hz, 1H), 6.72 (d, J=9.5 Hz, 2H), 5.04 (s, 2H), 4.62 (t, J=10.5 Hz, 2H), 3.68 (t, J=7.5 Hz, 2H), 3.25 (t, J=10.2 Hz, 2H), 2.65 (t, J=7.2 Hz, 2H), 1.84 (m, 2H), 1.55 (br, s, 1H).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-787b240ddb114f9890adaa215e4c21e1
Source dataset
uspto-grants-2015_06
Patent number
US09067898B1

Reaction notes

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