Trifluoroacetic acid → HCID 89961754, compound

HRID 337846Notes

Reaction equation

HRID 337846 reaction equation
[NH2:1][C:2]1[N:3]=[N:4][CH:5]=[CH:6][C:7]=1[C@H:8]1[CH2:13][CH2:12][CH2:11][CH2:10][C@@H:9]1[O:14][C:15]1[C:20]([F:21])=[CH:19][C:18]([S:22]([N:25](CC2C=CC(OC)=CC=2OC)[C:26]2[CH:31]=[CH:30][N:29]=[CH:28][N:27]=2)(=[O:24])=[O:23])=[C:17]([F:43])[CH:16]=1.C([SiH](CC)CC)C.FC(F)(F)C(O)=O>ClCCl>[NH2:1][C:2]1[N:3]=[N:4][CH:5]=[CH:6][C:7]=1[C@H:8]1[CH2:13][CH2:12][CH2:11][CH2:10][C@@H:9]1[O:14][C:15]1[C:20]([F:21])=[CH:19][C:18]([S:22]([NH:25][C:26]2[CH:31]=[CH:30][N:29]=[CH:28][N:27]=2)(=[O:23])=[O:24])=[C:17]([F:43])[CH:16]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 89962658HCID 89962658, compound

Product 1

HCID 89961754HCID 89961754, compoundYield 74.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The reaction and aftertreatment were conducted in the same manner as in Example 1b by using the 4-{[(1S*,2R*)-2-(3-aminopyridazin-4-yl)cyclohexyl]oxy}-N-(2,4-dimethoxybenzyl)-2,5-difluoro-N-(pyrimidin-4-yl)benzenesulfonamide (45 mg, 0.073 mmol) prepared in Example 82f, triethylsilane (0.06 mL), trifluoroacetic acid (0.08 mL) and dichloromethane (0.76 mL), to yield the title compound (25 mg, 74%) as a colorless solid.

Workup

  1. customThe reaction and aftertreatment

Sources & evidence

ORD record
ord-b0126ca9fa6c44669537d31f148c7ea1
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

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