2,2,2-Trichloroethyl chloroformate → HCID 57954385, compound

HRID 221370Notes

Reaction equation

HRID 221370 reaction equation
[CH3:1][N:2]([CH2:15][CH:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1)[CH2:3][C:4]1[O:8][N:7]=[C:6]([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=2)[N:5]=1.[Cl:22][C:23]([Cl:30])([Cl:29])[CH2:24][O:25][C:26](Cl)=[O:27]>>[Cl:22][C:23]([Cl:30])([Cl:29])[CH2:24][O:25][C:26]([N:19]1[CH2:20][CH2:21][CH:16]([CH2:15][N:2]([CH3:1])[CH2:3][C:4]2[O:8][N:7]=[C:6]([C:9]3[CH:10]=[CH:11][N:12]=[CH:13][CH:14]=3)[N:5]=2)[CH2:17][CH2:18]1)=[O:27]

Participants

3

Reactant 2

HCID 870632,2,2-Trichloroethyl chloroformateHCID 69076999HCID 69076999, compound

Product 1

HCID 57954385HCID 57954385, compound

Procedure

The tert-butoxycarbonyl group of 4-{[methyl(3-pyridin-4-yl-[1,2,4]oxadiazol-5-ylmethyl)amino]methyl}piperidine-1-carboxylic acid tert-butyl ester (Example 124) was removed using the procedure described in Example 51 to afford methylpiperidin-4-ylmethyl-(3 pyridin yl-[1,2,4]oxadiazol-5-ylmethyl)amine: RT=0.75 min; m/z (ES+)=288.0 [M+H]+. Derivatisation of methylpiperidin-4-ylmethyl-(3-pyridin-4-yl-[1,2,4]oxadiazol-5-ylmethyl)amine with 2,2,2-trichloroethylchloroformate, using the procedure described for Example 52, afforded the title compound: RT=3.51 min; m/z (ES+)=461.9 [M+H]+.

Sources & evidence

ORD record
ord-aff881dc0b2b4591b96cad9d7fbcde46
Source dataset
uspto-grants-2012_06
Patent number
US08207147B2

Reaction notes

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