Hydrochloric Acid → HCID 58392402, compound

HRID 561524Notes

Reaction equation

HRID 561524 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[CH:12]([C:19]1[C:27]2[C:22](=[C:23]([CH2:28][S:29][CH3:30])[CH:24]=[CH:25][CH:26]=2)[NH:21][CH:20]=1)[CH2:13][C:14](OCC)=[O:15].[H-].[Al+3].[Li+].[H-].[H-].[H-].Cl.ClCCl>O1CCCC1>[F:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[CH:12]([C:19]1[C:27]2[C:22](=[C:23]([CH2:28][S:29][CH3:30])[CH:24]=[CH:25][CH:26]=2)[NH:21][CH:20]=1)[CH2:13][CH2:14][OH:15]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 21226445Aluminium lithium hydrideHCID 58392315HCID 58392315, compound

Product 1

HCID 58392402HCID 58392402, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent3×

Procedure

A solution of 2.74 g (6.13 mmol) of the compound from Example 44A in 20 ml of tetrahydrofuran was added dropwise to 21.5 ml (21.5 mmol) of a 1N solution of lithium aluminum hydride in tetrahydrofuran in 50 ml of tetrahydrofuran at RT under argon. Stirring at RT for 15 min was followed by addition of 1N hydrochloric acid, extraction with dichloromethane, drying of the organic phase over magnesium sulfate, filtration and concentration. 2.47 g (99% of theory) of the title compound were obtained.

Workup

  1. dry with materialdrying of the organic phase over magnesium sulfate, filtration and concentration

Sources & evidence

ORD record
ord-b092aa5ba4784e8daabfa65a42d798ae
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

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