1,1'-Carbonyldiimidazole → HCID 131732595, compound

HRID 877281Notes

Reaction equation

HRID 877281 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([F:26])=[C:6]([C:8]2[CH:17]=[C:16]([NH:18][C:19]3[CH:24]=[CH:23][N:22]=[CH:21][C:20]=3[NH2:25])[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[N:9]=2)[CH:7]=1.C1N=C[N:29]([C:32]([N:34]2C=NC=C2)=[O:33])C=1.CCN(C(C)C)C(C)C>C1COCC1>[NH2:29][C:32]([NH2:34])=[O:33].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([F:26])=[C:6]([C:8]2[CH:17]=[C:16]([NH:18][C:19]3[CH:24]=[CH:23][N:22]=[CH:21][C:20]=3[NH2:25])[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[N:9]=2)[CH:7]=1

Participants

5

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 81531DiisopropylethylamineHCID 52919131HCID 52919131, compound

Product 1

HCID 131732595HCID 131732595, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N*4*-[2-(5-Chloro-2-fluoro-phenyl)-quinolin-4-yl]-pyridine-3,4-diamine (cf. Example 7) was treated in THF with CDI and DIPEA over night at ambient temperature. After work up the urea derivative was isolated with correct mass M+H+ 391 and Rt˜1.78 min in LC-MS system 1.

Sources & evidence

ORD record
ord-cbf6f877343f4242ba66d24b9099bc23
Source dataset
uspto-grants-2015_03
Patent number
US08987301B2

Reaction notes

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