Trifluoroacetic acid methylene chloride → HCID 86694403, compound

HRID 535415Notes

Reaction equation

HRID 535415 reaction equation
C(O[C:6](=O)[N:7](C)[CH:8]([CH3:40])[C:9]([NH:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:19]=[N:20][C:21]3[C:26]([CH:27]=2)=[CH:25][CH:24]=[CH:23][CH:22]=3)=[C:14]([C:28]#[C:29][C:30]2[CH:39]=[CH:38][C:37]3[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=3)[CH:31]=2)[N:13]=1)=[O:10])(C)(C)C.C(Cl)Cl.C(O)(C(F)(F)F)=O>C1(C)C=CC=CC=1>[CH3:6][NH:7][CH:8]([CH3:40])[C:9]([NH:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:19]=[N:20][C:21]3[C:26]([CH:27]=2)=[CH:25][CH:24]=[CH:23][CH:22]=3)=[C:14]([C:28]#[C:29][C:30]2[CH:39]=[CH:38][C:37]3[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=3)[CH:31]=2)[N:13]=1)=[O:10]

Participants

4

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 86694401HCID 86694401, compound

Product 1

HCID 86694403HCID 86694403, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of tert-butyl-N-methyl-N-[1-[[6-(2-naphthalen-2-ylethynyl)-5-quinolin-3-yl-pyridin-2-yl]amino]-1-oxopropan-2-yl]carbamate E2b (91 mg, 0.16 mmol) and DCM:TFA (9:1, 5 ml) is stirred at RT for 1 h. The mixture is diluted with toluene (10 ml) and concentrated in vacuo. The product is purified by RP HPLC. Yield: 74 mg (99%). HPLC-MS: M+H=457; tR=1.58 min (*Method—1).

Workup

  1. concentrationconcentrated in vacuo
  2. customThe product is purified by RP HPLC

Sources & evidence

ORD record
ord-c4d8395ef0c74613aba7188a7344758a
Source dataset
uspto-grants-2014_10
Patent number
US08859541B2

Reaction notes

Loading…