Dichloromethane → HCID 178429736, compound

HRID 337850Notes

Reaction equation

HRID 337850 reaction equation
COC1C=C(OC)C=CC=1C[N:6]([C:38]1[CH:43]=[CH:42][N:41]=[CH:40][N:39]=1)[S:7]([C:10]1[CH:15]=[C:14]([CH3:16])[C:13]([O:17][C@H:18]2[CH2:22][CH2:21][CH2:20][C@@H:19]2[C:23]2[C:24]([N+:34]([O-])=O)=[N:25][N:26](C3CCCCO3)[CH:27]=2)=[CH:12][C:11]=1[F:37])(=[O:9])=[O:8].C([SiH](CC)CC)C.FC(F)(F)C(O)=O.ClCCl>CO>[NH2:34][C:24]1[C:23]([C@H:19]2[CH2:20][CH2:21][CH2:22][C@@H:18]2[O:17][C:13]2[C:14]([CH3:16])=[CH:15][C:10]([S:7]([NH:6][C:38]3[CH:43]=[CH:42][N:41]=[CH:40][N:39]=3)(=[O:9])=[O:8])=[C:11]([F:37])[CH:12]=2)=[CH:27][NH:26][N:25]=1

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 89963156HCID 89963156, compound

Product 1

HCID 178429736HCID 178429736, compoundYield 81.2%

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-(2,4-dimethoxybenzyl)-2-fluoro-5-methyl-4-({(1S*,2R*)-2-[3-nitro-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl]cyclopentyl}oxy)-N-(pyrimidin-4-yl)benzenesulfonamide (101 mg, 0.185 mmol) prepared in Example 85c, triethylsilane (0.10 mL), trifluoroacetic acid (0.5 mL), dichloromethane (2.0 mL) and methanol (1.0 mL), to yield the title compound (65 mg, 76%) as a colorless solid.

Workup

  1. customThe reaction and aftertreatment

Sources & evidence

ORD record
ord-5b23eb87cbec44409cd41bf2e4de30ad
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

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