Dichloromethane → HCID 59333742, compound

HRID 1930692Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]([CH:11]1[C:16](=O)[CH2:15][CH2:14][N:13]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:12]1)=O.[CH3:25][C:26]1[N:27]([C:31]2[CH:36]=[CH:35][C:34]([NH:37][C:38]([NH2:40])=[NH:39])=[CH:33][CH:32]=2)[CH:28]=[CH:29][N:30]=1.C(=O)([O-])[O-].[K+].[K+].C(Cl)Cl>CCO.O>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]1[C:11]2[CH2:12][N:13]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:14][CH2:15][C:16]=2[N:40]=[C:38]([NH:37][C:34]2[CH:35]=[CH:36][C:31]([N:27]3[CH:28]=[CH:29][N:30]=[C:26]3[CH3:25])=[CH:32][CH:33]=2)[N:39]=1

Participants

Conditions

Temperature: 130 °C

Procedure

tert-Butyl 3-(2-(2-fluorophenyl)acetyl)-4-oxopiperidine-1-carboxylate, (0.88 mmol) together with 1 eq 1-(4-(2-methyl-1H-imidazol-1-yl)phenyl)guanidine and 2 eq of potassium carbonate were slurrified in 4 ml EtOH. The reactions were heated in the microwave oven to 130° C. for 3 h. DCM and water were added and the organic phases were separated, dried with MgSO4 and the solvent was removed under reduced pressure tert-butyl 4-(2-fluorobenzyl)-2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate (292 mg, 65%).

Workup

customthe organic phases were separated
dry with materialdried with MgSO4
customthe solvent was removed under reduced pressure tert-butyl 4-(2-fluorobenzyl)-2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate (292 mg, 65%)

Sources & evidence

ORD record: ord-eff8293231084b70b3a227c8019e3f22
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08188101B2

Reaction notes

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