Water → HCID 69059895, compound

HRID 1785457Notes

Reaction equation

[C:1]([O:5][C:6](=[O:21])[NH:7][C:8]([C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([CH2:17][CH:18]([NH2:20])[CH3:19])[CH:12]=1)([CH3:10])[CH3:9])([CH3:4])([CH3:3])[CH3:2].CS([C:26]1[N:31]=[C:30]([N:32]2[CH2:37][CH2:36][C:35](=[O:38])[N:34]3[CH2:39][CH:40]=[C:41]([C:43]4[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=4)[N:42]=[C:33]23)[CH:29]=[CH:28][N:27]=1)(=O)=O.O>CN1C(=O)CCC1>[C:1]([O:5][C:6](=[O:21])[NH:7][C:8]([CH3:10])([C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([CH2:17][CH:18]([NH:20][C:26]2[N:31]=[C:30]([N:32]3[CH2:37][CH2:36][C:35](=[O:38])[N:34]4[CH2:39][CH:40]=[C:41]([C:43]5[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=5)[N:42]=[C:33]34)[CH:29]=[CH:28][N:27]=2)[CH3:19])[CH:12]=1)[CH3:9])([CH3:2])([CH3:4])[CH3:3]

Participants

Conditions

Temperature: 100 °C

Procedure

To a mixture of {1-[3-(2-amino-propyl)-phenyl]-1-methyl -ethyl}-carbamic acid tert-butyl ester (0.19 g, 0.65 mmol) and 1-(2-methanesulfonyl-pyrimidin-4-yl) -8-phenyl-1,2,3,6-tetrahydro-pyrimido[1,2-a]pyrimidin-4-one (0.26 g, 0.72 mmol) in NMP (2 mL) was heated to 100° C. for 17 h. The mixture was poured into water (15 mL) and extracted with ethyl acetate. The organic extracts were combined, washed with saturated sodium bicarbonate, brine, dried over magnesium sulfate and chromatographed on silica gel using 0-4% MeOH/CH2Cl2 to afford a light yellow oil. M+1=596.

Workup

extractionextracted with ethyl acetate
washwashed with saturated sodium bicarbonate, brine
dry with materialdried over magnesium sulfate
customchromatographed on silica gel using 0-4% MeOH/CH2Cl2
customto afford a light yellow oil

Sources & evidence

ORD record: ord-ff635817f03644f0ba08ecbb08762b29
Source dataset: uspto-grants-2009_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07504403B2

Reaction notes

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