Dichloromethane → HCID 178509261, compound

HRID 337864Notes

Reaction equation

HRID 337864 reaction equation
[Cl:1][C:2]1[C:3]([F:50])=[C:4]([S:29]([N:32](CC2C=CC(OC)=CC=2OC)[C:33]2[CH:38]=[CH:37][N:36]=[CH:35][N:34]=2)(=[O:31])=[O:30])[CH:5]=[CH:6][C:7]=1[O:8][C@H:9]1[CH2:14][CH2:13][CH2:12][CH2:11][C@@H:10]1[C:15]1[C:16]([N+:26]([O-])=O)=[N:17][N:18](C2CCCCO2)[CH:19]=1.C([SiH](CC)CC)C.FC(F)(F)C(O)=O.ClCCl>CO>[NH2:26][C:16]1[C:15]([C@H:10]2[CH2:11][CH2:12][CH2:13][CH2:14][C@@H:9]2[O:8][C:7]2[CH:6]=[CH:5][C:4]([S:29]([NH:32][C:33]3[CH:38]=[CH:37][N:36]=[CH:35][N:34]=3)(=[O:31])=[O:30])=[C:3]([F:50])[C:2]=2[Cl:1])=[CH:19][NH:18][N:17]=1

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 89963147HCID 89963147, compound

Product 1

HCID 178509261HCID 178509261, compoundYield 10%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The reaction and aftertreatment were conducted in the same manner as in Example 22c by using the 3-chloro-N-(2,4-dimethoxybenzyl)-2-fluoro-4-({(1S*,2R*)-2-[3-nitro-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl]cyclohexyl}oxy)-N-(pyrimidin-4-yl)benzenesulfonamide (198 mg, 0.341 mmol) prepared in Example 91a, triethylsilane (0.10 mL), trifluoroacetic acid (0.5 mL), dichloromethane (2.0 mL) and methanol (1.0 mL), to yield the title compound (16 mg, 9.4%) as a pale yellow solid.

Workup

  1. customThe reaction and aftertreatment

Sources & evidence

ORD record
ord-6140a520e7d24db0b1cef79e0bff15f1
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

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