Diisopropylethylamine → HCID 59643198, compound

HRID 2251486Notes

Reaction equation

HRID 2251486 reaction equation
[F:1][C:2]([F:22])([F:21])[O:3][C:4]1[CH:20]=[CH:19][C:7]([CH2:8][NH:9][CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=2)=[CH:6][CH:5]=1.Cl[C:24]1[N:29]=[CH:28][C:27]([CH2:30][CH3:31])=[CH:26][N:25]=1.CCN(C(C)C)C(C)C>>[CH2:30]([C:27]1[CH:26]=[N:25][C:24]([N:9]([CH2:8][C:7]2[CH:6]=[CH:5][C:4]([O:3][C:2]([F:21])([F:22])[F:1])=[CH:20][CH:19]=2)[CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=2)=[N:29][CH:28]=1)[CH3:31]

Participants

4

Reactant 3

HCID 81531DiisopropylethylamineHCID 35727632-Chloro-5-ethylpyrimidineHCID 69099560HCID 69099560, compound

Product 1

HCID 59643198HCID 59643198, compoundYield 76.2%

Procedure

Condensation of 4-(2-{[4-(trifluoromethoxy)benzyl]amino}ethyl)phenol (500 mg; 1.61 mmol) with 2-chloro-5-ethyl-pyrimidine (0.19 ml; 1.54 mmol) as per general procedure E (conditions: 5 ml of DIEA, 200C, 16 hr) provided the title compound (490 mg; 76% yield).

Sources & evidence

ORD record
ord-d16178b0bbc6431e9eaf8acdd4ecdda6
Source dataset
uspto-grants-2008_01
Patent number
US07319104B2

Reaction notes

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