Hydrochloric Acid → HCID 71712005, compound

HRID 337981Notes

Reaction equation

HRID 337981 reaction equation
[Cl:1][C:2]1[C:3]([O:30][C@H:31]2[CH2:36][C:35]([F:38])([F:37])[CH2:34][CH2:33][C@@H:32]2[C:39]2[CH:40]=[N:41][N:42](COC)[CH:43]=2)=[CH:4][C:5]([F:29])=[C:6]([S:8]([N:11](CC2C=CC(OC)=CC=2OC)[C:12]2[CH:17]=[CH:16][N:15]=[CH:14][N:13]=2)(=[O:10])=[O:9])[CH:7]=1.C([SiH](CC)CC)C.FC(F)(F)C(O)=O.Cl>C(O)C.ClCCl>[Cl:1][C:2]1[C:3]([O:30][C@H:31]2[CH2:36][C:35]([F:38])([F:37])[CH2:34][CH2:33][C@@H:32]2[C:39]2[CH:43]=[N:42][NH:41][CH:40]=2)=[CH:4][C:5]([F:29])=[C:6]([S:8]([NH:11][C:12]2[CH:17]=[CH:16][N:15]=[CH:14][N:13]=2)(=[O:9])=[O:10])[CH:7]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 89962742HCID 89962742, compound

Product 1

HCID 71712005HCID 71712005, compoundYield 42.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

The reaction and aftertreatment were conducted in the same manner as in Example 147e by using the 5-chloro-4-({(1S*,2R*)-5,5-difluoro-2-[1-(methoxymethyl)-1H-pyrazol-4-yl]cyclohexyl}oxy)-N-(2,4-dimethoxybenzyl)-2-fluoro-N-(pyrimidin-4-yl)benzenesulfonamide (0.20 g, 0.29 mmol) prepared in Example 152a, triethylsilane (0.20 mL), dichloromethane (2.0 mL), trifluoroacetic acid (2.0 mL), ethanol (1.0 mL) and 2 M hydrochloric acid (5.0 mL), to yield the title compound (0.060 g, 42%) as a colorless solid.

Workup

  1. customThe reaction and aftertreatment

Sources & evidence

ORD record
ord-23c87748a01f406d8c67373d249c628a
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

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