Triethylamine → HCID 59254929, compound

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[C:9][CH:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[CH:4][C:3]=1[C:16]1[N:25]=[CH:24][C:23]2[CH2:22][CH2:21][C:20]3[N:26]=[C:27]([NH:29][C:30](=[O:32])[CH3:31])[S:28][C:19]=3[C:18]=2[N:17]=1.C(N(CC)CC)C.[CH:40]([N:43]=[C:44]=[O:45])([CH3:42])[CH3:41]>C(#N)C>[CH:40]([NH:43][C:44]([N:13]1[CH2:12][CH2:11][CH:10]([C:9]#[C:8][C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[C:3]([C:16]3[N:25]=[CH:24][C:23]4[CH2:22][CH2:21][C:20]5[N:26]=[C:27]([NH:29][C:30](=[O:32])[CH3:31])[S:28][C:19]=5[C:18]=4[N:17]=3)[CH:4]=2)[CH2:15][CH2:14]1)=[O:45])([CH3:42])[CH3:41]

Participants

Procedure

50 mg (0.11 mmol) N-[8-(2-chloro-5-piperidin-4-ylethynyl-phenyl)-4,5-dihydrothiazolo[4,5-h]quinazolin-2-yl]-acetamide are suspended in 1 mL acetonitrile and combined successively with 17 μL triethylamine and 22 μM isopropyl isocyanate. The yellow suspension is stirred for three hours at ambient temperature and then washed with aqueous potassium carbonate solution. The organic phase is evaporated down and the residue is purified by RP-HPLC. Yield: 30 mg yellow solid.