Diisopropylamine → HCID 69518223, compound

HRID 1831400Notes

Reaction equation

HRID 1831400 reaction equation
[CH:1]1([CH2:4][N:5]([CH:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)[CH2:6][C:7]2[CH:12]=[CH:11]N=C[CH:8]=2)[CH2:3][CH2:2]1.Cl[C:20]([O:22][C:23]1[CH:28]=[CH:27][C:26]([O:29][C:30]2[CH:35]=[CH:34][C:33]([C:36]([F:39])([F:38])[F:37])=[CH:32][N:31]=2)=[CH:25][CH:24]=1)=[O:21].[CH:40]([NH:43]C(C)C)(C)C>CN(C)C=O>[F:37][C:36]([F:39])([F:38])[C:33]1[CH:34]=[CH:35][C:30]([O:29][C:26]2[CH:27]=[CH:28][C:23]([O:22][C:20]([N:16]3[CH2:15][CH2:14][CH:13]([N:5]([CH2:4][CH:1]4[CH2:2][CH2:3]4)[CH2:6][C:7]4[CH:8]=[N:43][CH:40]=[CH:11][CH:12]=4)[CH2:18][CH2:17]3)=[O:21])=[CH:24][CH:25]=2)=[N:31][CH:32]=1

Participants

5

Reactant 3

HCID 7912DiisopropylamineHCID 220477624-(5-Trifluoromethylpyridin-2-yloxy)-phenyl chloroformateHCID 22047990HCID 22047990, compound

Product 1

HCID 69518223HCID 69518223, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title product was prepared from cyclopropylmethyl-piperidin-4-yl-pyridin-4-ylmethyl-amine and 4-(5-trifluoromethyl-pyridin-2-yloxy)-phenyl chloroformate, 3 equivalent of diisopropylamine was added, solvent: dimethylformamide. The crude reaction mixture was evaporated without addition of acetic acid, preparative HPLC (method C) (22%, off-white solid. HPLC-MS m/z=(M+1) 513.3, Rt: 2.70 min.

Workup

  1. additionwas added
  2. customThe crude reaction mixture
  3. customwas evaporated without addition of acetic acid, preparative HPLC (method C) (22%, off-white solid

Sources & evidence

ORD record
ord-45086cd5d6384ea7ae2eda38e7a2a0d4
Source dataset
uspto-grants-2006_06
Patent number
US07067517B2

Reaction notes

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