Dichloromethane → HCID 178429735, compound

HRID 337822Notes

Reaction equation

HRID 337822 reaction equation
COC1C=C(OC)C=CC=1C[N:6]([C:39]1[CH:44]=[CH:43][N:42]=[CH:41][N:40]=1)[S:7]([C:10]1[CH:15]=[C:14]([CH3:16])[C:13]([O:17][C@H:18]2[CH2:23][CH2:22][CH2:21][CH2:20][C@@H:19]2[C:24]2[C:25]([N+:35]([O-])=O)=[N:26][N:27](C3CCCCO3)[CH:28]=2)=[CH:12][C:11]=1[F:38])(=[O:9])=[O:8].C([SiH](CC)CC)C.FC(F)(F)C(O)=O.ClCCl>CO>[NH2:35][C:25]1[C:24]([C@H:19]2[CH2:20][CH2:21][CH2:22][CH2:23][C@@H:18]2[O:17][C:13]2[C:14]([CH3:16])=[CH:15][C:10]([S:7]([NH:6][C:39]3[CH:44]=[CH:43][N:42]=[CH:41][N:40]=3)(=[O:9])=[O:8])=[C:11]([F:38])[CH:12]=2)=[CH:28][NH:27][N:26]=1

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 89963357HCID 89963357, compound

Product 1

HCID 178429735HCID 178429735, compoundYield 94.2%

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]cyclohexyl}oxy)-N-(pyrimidin-4-yl)benzenesulfonamide (291 mg, 0.409 mmol) prepared in Example 68a, triethylsilane (0.10 mL), trifluoroacetic acid (1.0 mL), dichloromethane (2.0 mL) and methanol (1.0 mL), to yield the title compound (172 mg, 88%) as a pale yellow solid.

Workup

  1. customThe reaction and aftertreatment

Sources & evidence

ORD record
ord-4aabdd0f2d7f4e97a062f4b10302ebc3
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

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