1,2-Dichloroethane → HCID 21098385, compound

HRID 1827254Notes

Reaction equation

HRID 1827254 reaction equation
C(O[C:9]([N:11]1[CH2:16][CH2:15][CH:14]([CH2:17][NH:18][C:19]2[N:24]=[C:23]([CH3:25])[CH:22]=[CH:21][N:20]=2)[CH2:13][CH2:12]1)=[O:10])C1C=CC=CC=1.[CH2:26](Cl)[CH2:27]Cl.[CH:30]1[CH:31]=[CH:32][C:33]2N(O)N=N[C:34]=2[CH:35]=1.[C:40](OCC)(=O)C>CN(C=O)C.CO>[CH3:25][C:23]1[CH:22]=[CH:21][N:20]=[C:19]([NH:18][CH2:17][CH:14]2[CH2:13][CH2:12][N:11]([C:9]([C@@H:27]3[CH2:26][C@H:40]3[C:34]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:35]=3)=[O:10])[CH2:16][CH2:15]2)[N:24]=1

Participants

7

Reactant 4

HCID 111,2-DichloroethaneHCID 8857Ethyl AcetateHCID 757711-HydroxybenzotriazoleHCID 23577277HCID 23577277, compound

Product 1

HCID 21098385HCID 21098385, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6228DimethylformamideSolvent

Procedure

Prepared from 4-[(4-methyl-pyrimidin-2-ylamino)-methyl]-piperidine-1-carboxylic acid benzyl ester by hydrogenolysis of the benzyloxycarbonyl group followed by EDC, HOBt coupling with [R,R] trans-2-phenyl-1-cyclopropanecarboxylic acid in DMF as described above in EXAMPLE 143. Preparative TLC using 90:10 ethyl acetate:methanol gave the product:

Sources & evidence

ORD record
ord-fa63ff1a92654e55b5711ed0a5dfd187
Source dataset
uspto-grants-2006_05
Patent number
US07053089B2

Reaction notes

Loading…