Dichloromethane → HCID 178474500, compound

HRID 337875Notes

Reaction equation

HRID 337875 reaction equation
COC1C=C(OC)C=CC=1C[N:6]([C:40]1[CH:45]=[CH:44][N:43]=[CH:42][N:41]=1)[S:7]([C:10]1[C:37]([F:38])=[CH:36][C:13]([O:14][C@H:15]2[CH2:20][CH2:19][CH2:18][CH2:17][C@@H:16]2[C:21]2[C:22]([NH:32][C:33](=[O:35])[CH3:34])=[N:23][N:24](C3CCCCO3)[CH:25]=2)=[C:12]([CH3:39])[CH:11]=1)(=[O:9])=[O:8].C([SiH](CC)CC)C.FC(F)(F)C(O)=O.ClCCl>CO>[F:38][C:37]1[C:10]([S:7](=[O:9])(=[O:8])[NH:6][C:40]2[CH:45]=[CH:44][N:43]=[CH:42][N:41]=2)=[CH:11][C:12]([CH3:39])=[C:13]([CH:36]=1)[O:14][C@H:15]1[CH2:20][CH2:19][CH2:18][CH2:17][C@@H:16]1[C:21]1[C:22]([NH:32][C:33](=[O:35])[CH3:34])=[N:23][NH:24][CH:25]=1

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 89962611HCID 89962611, compound

Product 1

HCID 178474500HCID 178474500, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The reaction and aftertreatment were conducted in the same manner as in Example 22c by using the N-{4-[(1R*,2S*)-2-{4-[(2,4-dimethoxybenzyl)(pyrimidin-4-yl)sulfamoyl]-5-fluoro-2-methylphenoxy}cyclohexyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-3-yl}acetamide (78 mg, 0.108 mmol) prepared in Example 96b, triethylsilane (0.10 mL), trifluoroacetic acid (0.50 mL), dichloromethane (2.0 mL) and methanol (1.0 mL), to yield the title compound (33.1 mg, 63%) as a colorless solid.

Workup

  1. customThe reaction and aftertreatment

Sources & evidence

ORD record
ord-3a353829fc90442b86e93e4d3a2bc1d6
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

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