Tert-butyl (piperidin-4-ylmethyl)carbamate → HCID 178501181, compound

HRID 518615Notes

Reaction equation

HRID 518615 reaction equation
[F:1][C:2]1[CH:31]=[CH:30][C:5]([C:6](/[N:8]=[C:9]2\[NH:10][C:11]3[CH:27]=[CH:26][C:25]([CH2:28]O)=[CH:24][C:12]=3[N:13]\2[C@@H:14]2[CH2:19][CH2:18][C@H:17]([C:20]([O:22][CH3:23])=[O:21])[CH2:16][CH2:15]2)=[O:7])=[CH:4][CH:3]=1.[NH:32]1[CH2:37][CH2:36][CH:35]([CH2:38][NH:39][C:40](=[O:46])[O:41][C:42]([CH3:45])([CH3:44])[CH3:43])[CH2:34][CH2:33]1>>[C:42]([O:41][C:40]([NH:39][CH2:38][CH:35]1[CH2:36][CH2:37][N:32]([CH2:28][C:25]2[CH:26]=[CH:27][C:11]3[NH:10]/[C:9](=[N:8]\[C:6](=[O:7])[C:5]4[CH:4]=[CH:3][C:2]([F:1])=[CH:31][CH:30]=4)/[N:13]([C@@H:14]4[CH2:15][CH2:16][C@H:17]([C:20]([O:22][CH3:23])=[O:21])[CH2:18][CH2:19]4)[C:12]=3[CH:24]=2)[CH2:33][CH2:34]1)=[O:46])([CH3:43])([CH3:45])[CH3:44].[F:1][C:2]1[CH:31]=[CH:30][C:5]([C:6](/[N:8]=[C:9]2\[NH:10][C:11]3[CH:27]=[CH:26][C:25]([CH2:28][N:32]4[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]4)=[CH:24][C:12]=3[N:13]\2[C@@H:14]2[CH2:15][CH2:16][C@H:17]([C:20]([O:22][CH3:23])=[O:21])[CH2:18][CH2:19]2)=[O:7])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 723429Tert-butyl (piperidin-4-ylmethyl)carbamateHCID 178501185HCID 178501185, compound

Product 2

HCID 178501181HCID 178501181, compoundYield 77%HCID 178501183HCID 178501183, compound

Procedure

The title compound was prepared from cis-methyl 4-((E)-2-(4-fluorobenzoylimino)-6-(hydroxymethyl)-2,3-dihydro-1H-benzo[d]imidazol-1-yl)cyclohexanecarboxylate and tert-butyl piperidin-4-ylmethylcarbamate using a method analogous to the preparation of cis-methyl 4-((E)-2-(4-fluorobenzoylimino)-6-(piperidin-1-ylmethyl)-2,3-dihydro-1H-benzo[d]imidazol-1-yl)cyclohexanecarboxylate (45 mg, 77% yield). MS m/z=622.2 [M+H]. Calc'd for C34H44FN5O5: 621.3.

Sources & evidence

ORD record
ord-bd405cffac6145eda4af1a0266467111
Source dataset
uspto-grants-2015_08
Patent number
US09115127B2

Reaction notes

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