2-(4-Aminophenyl)-2-methylpropan-1-ol → HCID 90112112, compound

HRID 1508873Notes

Reaction equation

HRID 1508873 reaction equation
Cl[C:2]1[CH:7]=[C:6]([CH2:8][CH3:9])[N:5]=[C:4]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([Cl:16])[CH:11]=2)[N:3]=1.[NH2:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]([CH3:28])([CH3:27])[CH2:25][OH:26])=[CH:20][CH:19]=1>CN1C(=O)CCC1>[Cl:16][C:12]1[CH:11]=[C:10]([C:4]2[N:3]=[C:2]([NH:17][C:18]3[CH:19]=[CH:20][C:21]([C:24]([CH3:28])([CH3:27])[CH2:25][OH:26])=[CH:22][CH:23]=3)[CH:7]=[C:6]([CH2:8][CH3:9])[N:5]=2)[CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 219047282-(4-Aminophenyl)-2-methylpropan-1-olHCID 435575804-Chloro-2-(3-chlorophenyl)-6-ethylpyrimidine

Product 1

HCID 90112112HCID 90112112, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

Following General Procedure A1, 4-chloro-2-(3-chlorophenyl)-6-ethylpyrimidine (0.075 g, 0.29 mmol) in NMP (3 mL) was reacted with 2-(4-aminophenyl)-2-methylpropan-1-ol (0.054 g, 0.33 mmol) to afford the title compound (0.066 g, 88%) as a light yellow solid. MW=381.91. 1H NMR (DMSO-d6, 500 MHz) δ 9.54 (s, 1H), 8.35-8.28 (m, 2H), 7.63 (d, J=8.6 Hz, 2H), 7.58-7.55 (m, 2H), 7.42-7.32 (m, 2H), 6.59 (s, 1H), 4.64 (t, J=5.4 Hz, 1H), 3.42 (d, J=5.4 Hz, 2H), 2.66 (q, J=7.6 Hz, 2H), 1.32-1.18 (m, 9H); APCI MS m/z 382 [M+H]+.

Sources & evidence

ORD record
ord-207881d6ed3349e5a2754af4f3e8cfe2
Source dataset
uspto-grants-2015_12
Patent number
US09221843B2

Reaction notes

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