Diisopropylethylamine → HCID 69099787, compound

HRID 2251478Notes

Reaction equation

HRID 2251478 reaction equation
[Br:1][C:2]1[CH:16]=[C:15]([CH2:17][CH2:18][NH:19][CH2:20][C:21]2[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][CH:22]=2)[CH:14]=[CH:13][C:3]=1[O:4][C:5]([CH3:12])([CH3:11])[C:6]([O:8][CH2:9][CH3:10])=[O:7].Cl[C:32]1[N:37]=[CH:36][C:35]([CH2:38][CH3:39])=[CH:34][N:33]=1.CCN(C(C)C)C(C)C>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:16]=[C:15]([CH2:17][CH2:18][N:19]([C:32]2[N:37]=[CH:36][C:35]([CH2:38][CH3:39])=[CH:34][N:33]=2)[CH2:20][C:21]2[CH:22]=[CH:23][C:24]([C:27]([F:29])([F:28])[F:30])=[CH:25][CH:26]=2)[CH:14]=[CH:13][C:3]=1[O:4][C:5]([CH3:11])([CH3:12])[C:6]([O:8][CH2:9][CH3:10])=[O:7]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 35727632-Chloro-5-ethylpyrimidineHCID 59643222HCID 59643222, compound

Product 1

HCID 69099787HCID 69099787, compoundYield 23%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Condensation of ethyl 2-[2-bromo-4-(2-{[4-(trifluoromethyl)benzyl]amino}ethyl)phenoxy]-2-methylpropanoate (500 mg; 1.02 mmol) with 2-chloro-5-ethyl-pyrimidine (1 eq) as per general procedure E (conditions: 1.1 eq DIEA, toluene, 200C, 14 hr) provided the intermediate ethyl 2-[2-bromo-4-(2-{(5-ethylpyrimidin-2-yl)[4-(trifluoromethyl)benzyl]amino}ethyl)phenoxy]-2-methylpropanoate (134 mg; 23% yield).

Sources & evidence

ORD record
ord-8a669872bd11422e96b9b5f0ae2d23f5
Source dataset
uspto-grants-2008_01
Patent number
US07319104B2

Reaction notes

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