Methyl chloroformate → HCID 178501922, compound

HRID 2194580Notes

Reaction equation

HRID 2194580 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([CH2:7][O:8][C:9]2[C:14]([C:15]3[CH:20]=[CH:19][C:18]([N:21]4[CH2:26][CH2:25][O:24][CH2:23][CH2:22]4)=[CH:17][CH:16]=3)=[CH:13][N:12]=[C:11]([NH:27][C@H:28]3[CH2:33][CH2:32][C@@H:31]([CH3:34])[CH2:30][CH2:29]3)[N:10]=2)[CH2:3][CH2:2]1.Cl[C:36]([O:38][CH3:39])=[O:37]>>[CH3:34][C@@H:31]1[CH2:30][CH2:29][C@H:28]([NH:27][C:11]2[N:10]=[C:9]([O:8][CH2:7][CH:4]3[CH2:3][CH2:2][N:1]([C:36]([O:38][CH3:39])=[O:37])[CH2:6][CH2:5]3)[C:14]([C:15]3[CH:20]=[CH:19][C:18]([N:21]4[CH2:26][CH2:25][O:24][CH2:23][CH2:22]4)=[CH:17][CH:16]=3)=[CH:13][N:12]=2)[CH2:33][CH2:32]1

Participants

3

Reactant 2

HCID 6586Methyl chloroformateHCID 178461299HCID 178461299, compound

Product 1

HCID 178501922HCID 178501922, compound

Procedure

Using the procedure of Example 1 Step 5, 4-((piperidin-4-yl)methoxy)-N-(cis-4-methylcyclohexyl)-5-(4-morpholinophenyl)pyrimidin-2-amine was reacted with methyl chloroformate to provide the title compound. 1H NMR (CDCl3, 400 MHz) 8.07 (s, 1H), 7.37 (d, 2H), 6.93 (d, 2H), 5.19 (sb, 1H), 4.19 (d, 2H), 4.07 (m, 3H), 3.88 (m, 4H), 3.69 (s, 3H), 3.20 (m, 4H), 2.77 (m, 2H), 1.97-1.57 (m, 11H), 1.26 (m, 3H), 0.94 (d, 3H); MS (ESI) m/z: Calc: 523.3 (M+). Found. 524.3 (M+1).

Sources & evidence

ORD record
ord-c8005cbe585a4bed81502d0ed6dc99c7
Source dataset
uspto-grants-2012_12
Patent number
US08334292B1

Reaction notes

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