Triethylamine → HCID 72415035, compound

HRID 857029Notes

Reaction equation

HRID 857029 reaction equation
[NH2:1][C@H:2]([C:5]1[CH:10]=[CH:9][C:8]([F:11])=[C:7]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[CH:6]=1)[CH2:3][OH:4].[C:18]1([CH:24]2[CH2:26][CH:25]2[C:27](O)=[O:28])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.CCN=C=NCCCN(C)C.Cl.C(N(CC)CC)C>CN(C1C=CN=CC=1)C.ClCCl>[F:11][C:8]1[CH:9]=[CH:10][C:5]([CH:2]([NH:1][C:27]([CH:25]2[CH2:26][CH:24]2[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:28])[CH2:3][OH:4])=[CH:6][C:7]=1[N:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 703232-Phenylcyclopropane-1-carboxylic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 57419699(R)-2-Amino-2-(4-fluoro-3-morpholin-4-yl-phenyl)-ethanol

Product 1

HCID 72415035HCID 72415035, compoundYield 70.2%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of (R)-2-amino-2-(4-fluoro-3-morpholin-4-yl-phenyl)-ethanol (0.1 mmol), 2-phenyl-cyclopropanecarboxylic acid (0.1 mmol), EDAC.HCl (0.2 mmol), DMAP (0.1 mmol), triethylamine (0.4 mmol) in dichloromethane (2 mL) was stirred at room temperature overnight. The reaction mixture was purified by flash chromatography with 3% methanol in ethyl acetate to give the desired product (27 mg) as a solid.

Workup

  1. customThe reaction mixture was purified by flash chromatography with 3% methanol in ethyl acetate

Sources & evidence

ORD record
ord-ec9b4628e2574885b9ec65589f014d8d
Source dataset
uspto-grants-2006_12
Patent number
US07144881B2

Reaction notes

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