3-(1-Aminoethyl)-1-(benzyloxycarbonyl)piperidine → 2-[1-(1-Benzyloxycarbonylpiperidin-3-yl)ethylamino]-4-[5-(pyridin-4-yl)benzimidazol-1-yl]pyrimidine

HRID 2268975Notes

Reaction equation

HRID 2268975 reaction equation
C(S([C:10]1[N:15]=[C:14]([N:16]2[C:20]3[CH:21]=[CH:22][C:23]([C:25]4[CH:30]=[CH:29][N:28]=[CH:27][CH:26]=4)=[CH:24][C:19]=3[N:18]=[CH:17]2)[CH:13]=[CH:12][N:11]=1)(=O)=O)CCCCC.[NH2:31][CH:32]([CH:34]1[CH2:39][CH2:38][CH2:37][N:36]([C:40]([O:42][CH2:43][C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=2)=[O:41])[CH2:35]1)[CH3:33]>CS(C)=O>[CH2:43]([O:42][C:40]([N:36]1[CH2:37][CH2:38][CH2:39][CH:34]([CH:32]([NH:31][C:10]2[N:15]=[C:14]([N:16]3[C:20]4[CH:21]=[CH:22][C:23]([C:25]5[CH:30]=[CH:29][N:28]=[CH:27][CH:26]=5)=[CH:24][C:19]=4[N:18]=[CH:17]3)[CH:13]=[CH:12][N:11]=2)[CH3:33])[CH2:35]1)=[O:41])[C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1

Participants

4

Reactant 2

HCID 155505833-(1-Aminoethyl)-1-(benzyloxycarbonyl)piperidineHCID 183758312-Hexanesulfonyl-4-[5-(pyridin-4-yl)benzimidazol-1-yl]pyrimidine

Product 1

HCID 183326172-[1-(1-Benzyloxycarbonylpiperidin-3-yl)ethylamino]-4-[5-(pyridin-4-yl)benzimidazol-1-yl]pyrimidine

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The title compound was prepared from 2-hexanesulfonyl-4-[5-(pyridin-4-yl)-benzimidazol-1-yl]pyrimidine and 2-hexanesulfoxide-4-[5-(pyridin-4-yl)-benzimidazol-1-yl]pyrimidine 1:1 mixture and 3-(1-aminoethyl)-1-(benzyloxy-carbonyl)piperidine according to the procedure described in EXAMPLE 17 using DMSO instead of toluene as solvent. Mass spectrum (ESI) 534.4 (M+1)

Sources & evidence

ORD record
ord-97df9240714142459aa93abb14582ee4
Source dataset
uspto-grants-2001_12
Patent number
US06329380B1

Reaction notes

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