Methanol → HCID 90013034, compound

HRID 1776979Notes

Reaction equation

HRID 1776979 reaction equation
[F:1][C:2]([F:24])([F:23])[C:3]1[CH:8]=[CH:7][C:6]([S:9]([CH:12]2[C:21]3[CH:20]=[C:19]([NH2:22])[CH:18]=[CH:17][C:16]=3[CH2:15][CH2:14][CH2:13]2)(=[O:11])=[O:10])=[CH:5][CH:4]=1.C(N(C(C)C)CC)(C)C.[Cl:34][C:35]1[CH:43]=[CH:42][CH:41]=[C:40]([F:44])[C:36]=1[C:37](Cl)=[O:38].CO>ClCCl>[Cl:34][C:35]1[CH:43]=[CH:42][CH:41]=[C:40]([F:44])[C:36]=1[C:37]([NH:22][C:19]1[CH:18]=[CH:17][C:16]2[CH2:15][CH2:14][CH2:13][CH:12]([S:9]([C:6]3[CH:7]=[CH:8][C:3]([C:2]([F:1])([F:23])[F:24])=[CH:4][CH:5]=3)(=[O:11])=[O:10])[C:21]=2[CH:20]=1)=[O:38]

Participants

6

Reactant 4

HCID 887MethanolHCID 81531DiisopropylethylamineHCID 27365472-Chloro-6-fluorobenzoyl chlorideHCID 90013266HCID 90013266, compound

Product 1

HCID 90013034HCID 90013034, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

8-(4-Trifluoromethylbenzenesulfonyl)-5,6,7,8-tetrahydronaphthalen-2-ylamine (25 mg, 0.070 mmol) and diisopropylethylamine (23 μL, 0.14 mmol) were combined in dichloromethane (500 μL) to form a reaction mixture. 2-Chloro-6-fluorobenzoyl chloride (21 mg, 0.11 mmol) was then added and the reaction mixture, and the reaction mixture was stirred for 12 hours at room temperature. Next, methanol (100 μL) was added and the solvent was removed under reduced pressure to provide a residue, which was purified by HPLC to provide the title compound. LCMS (ESI): calc. C24H18ClF4NO3S=511; obs. M+H=512.

Workup

  1. customto form a reaction mixture
  2. customthe solvent was removed under reduced pressure
  3. customto provide a residue, which
  4. customwas purified by HPLC

Sources & evidence

ORD record
ord-4100267eb36a43a79b344cd411b85fcb
Source dataset
uspto-grants-2016_02
Patent number
US09266827B2

Reaction notes

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