p-(Trifluoromethoxy)benzenesulphonyl chloride → HCID 178527369, compound

HRID 1409678Notes

Reaction equation

HRID 1409678 reaction equation
FC(F)(F)C(O)=O.[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[NH:19][N:18]=[C:17]([C@@H:20]3[CH2:25][CH2:24][NH:23][CH2:22][C@H:21]3[C:26]3[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=3)[CH:16]=2)=[CH:11][CH:10]=1.[F:33][C:34]([F:47])([F:46])[O:35][C:36]1[CH:41]=[CH:40][C:39]([S:42](Cl)(=[O:44])=[O:43])=[CH:38][CH:37]=1>N1C=CC=CC=1>[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[NH:19][N:18]=[C:17]([CH:20]3[CH2:25][CH2:24][N:23]([S:42]([C:39]4[CH:38]=[CH:37][C:36]([O:35][C:34]([F:33])([F:46])[F:47])=[CH:41][CH:40]=4)(=[O:44])=[O:43])[CH2:22][CH:21]3[C:26]3[CH:27]=[CH:28][C:29]([F:32])=[CH:30][CH:31]=3)[CH:16]=2)=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 523102p-(Trifluoromethoxy)benzenesulphonyl chlorideHCID 178505752HCID 178505752, compound

Product 1

HCID 178527369HCID 178527369, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
60 °C

Procedure

The product from Example 8 (23 mg, 0.049 mmol) in pyridine (1.0 ml) was treated with 4-trifluoromethoxybenzenesulfonyl chloride (63.8 mg, 0.245 mmol). The reaction mixture was heated to 60° C. for 12 h. The mixture was then concentrated and purified by RP-HPLC(C18, acetonitrile, water, 0.05% TFA) to afford the title compound. HPLC/MS: 580.0, 582.1; Rt=2.33 min (LC-4 HPLC conditions).

Workup

  1. concentrationThe mixture was then concentrated
  2. custompurified by RP-HPLC(C18, acetonitrile, water, 0.05% TFA)

Sources & evidence

ORD record
ord-f52fd9b392f44c27a187bbb53fd07d65
Source dataset
uspto-grants-2014_12
Patent number
US08921394B2

Reaction notes

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