Water → HCID 18507480, compound

HRID 1356053Notes

Reaction equation

HRID 1356053 reaction equation
[NH2:1][C:2]1[N:7]=[C:6](S(C)=O)[C:5]([C:11]#[N:12])=[C:4]([C:13]2S[CH:15]=[CH:16][CH:17]=2)[N:3]=1.Cl.[C:19]([C:22]1[CH:29]=[CH:28][C:25]([CH2:26][NH2:27])=[CH:24][CH:23]=1)([CH3:21])=[CH2:20].C1CCN2C(=NCCC2)CC1.[OH2:41]>COCCOC>[NH2:1][C:2]1[N:3]=[C:4]([C:13]2[O:41][CH:15]=[CH:16][CH:17]=2)[C:5]([C:11]#[N:12])=[C:6]([NH:27][CH2:26][C:25]2[CH:24]=[CH:23][C:22]([C:19]([CH3:21])=[CH2:20])=[CH:29][CH:28]=2)[N:7]=1

Participants

6

Reactant 4

HCID 962WaterHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 18507414HCID 18507414, compoundHCID 18507546HCID 18507546, compound

Product 1

HCID 18507480HCID 18507480, compoundYield 15%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

To a stirred suspension of 1.00 g (4.03 mmol) 2-amino-4-methanesulfinyl-6-thiophen-2-yl-pyrimidine-5-carbonitrile in 30 ml DME were added 1.48 g (8.06 mmol) 4-isopropenyl-benzylamine hydrochloride and 1.50 ml (10.1 mmol) DBU and stirring continued for 16 hours at room temperature. 100 ml water was then added and the resulting crystals collected by filtration to afford 200 mg (15%) 2-amino-4-furan-2-yl-6-(4-isopropenyl-benzylamino)-pyrimidine-5-carbonitrile as a white crystalline solid. ES-MS m/e (%): 332 (M+H+, 100).

Workup

  1. filtrationthe resulting crystals collected by filtration

Sources & evidence

ORD record
ord-328b889d66744f6da64b6914c476504d
Source dataset
uspto-grants-2003_07
Patent number
US06586441B2

Reaction notes

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