2-Aminopyrimidine → HCID 68710452, compound

HRID 2353682Notes

Reaction equation

[CH3:1][S:2]([CH2:5][C:6]1[CH:11]=[C:10]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[N:9]=[C:8]([C:18]2[CH:23]=[CH:22][C:21]([NH:24][C:25](=O)[O:26]C3C=CC=CC=3)=[CH:20][CH:19]=2)[N:7]=1)(=[O:4])=[O:3].C([N:36](CC)CC)C.NC1N=CC=CN=1>CN(C=O)C>[CH3:1][S:2]([CH2:5][C:6]1[CH:11]=[C:10]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[N:9]=[C:8]([C:18]2[CH:19]=[CH:20][C:21]([NH:24][C:25]([NH2:36])=[O:26])=[CH:22][CH:23]=2)[N:7]=1)(=[O:4])=[O:3]

Participants

Conditions

Temperature: 40 °C

Procedure

Phenyl N-[4-[4-(methylsulfonylmethyl)-6-morpholin-4-yl-pyrimidin-2-yl]phenyl]carbamate (110 mg) was dissolved in DMF (2 mL) and triethylamine (0.098 mL) added. 2-Aminopyrimidine (108 mg) was added and the reaction stirred at 40° C. for 2 hours. The crude mixture was purified by prep-HPLC (basic), however, only [4-[4-(Methylsulfonylmethyl)-6-morpholin-4-yl-pyrimidin-2-yl]phenyl]urea was isolated from the mixture (8 mg).

Workup

customThe crude mixture was purified by prep-HPLC (basic)

Sources & evidence

ORD record: ord-b9fa43dd347a49a295fa26aa67a4ff2c
Source dataset: uspto-grants-2010_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07750003B2

Reaction notes

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