Dimethylamine → tert-Butyl 4-{[6-[(dimethylamino)methyl]-2-(trifluoromethyl)pyrimidin-4-yl]oxy}piperidine-1-carboxylate

HRID 1426356Notes

Reaction equation

[CH:1]([C:3]1[N:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[N:6]=[C:5]([O:13][CH:14]2[CH2:19][CH2:18][N:17]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:16][CH2:15]2)[CH:4]=1)=O.[CH3:27][NH:28][CH3:29].C1C(C(O)=O)=CC=C(NCC(NCC#N)=O)C=1>>[CH3:27][N:28]([CH2:1][C:3]1[N:8]=[C:7]([C:9]([F:12])([F:10])[F:11])[N:6]=[C:5]([O:13][CH:14]2[CH2:19][CH2:18][N:17]([C:20]([O:22][C:23]([CH3:24])([CH3:25])[CH3:26])=[O:21])[CH2:16][CH2:15]2)[CH:4]=1)[CH3:29]

Participants

Reactant 3

HCID 674Dimethylamine

HCID 1612674-Carboxyphenylglycylaminoacetonitrile

HCID 86666511tert-Butyl 4-{[6-formyl-2-(trifluoromethyl)pyrimidin-4-yl]oxy}piperidine-1-carboxylate

Product 1

HCID 69673027tert-Butyl 4-{[6-[(dimethylamino)methyl]-2-(trifluoromethyl)pyrimidin-4-yl]oxy}piperidine-1-carboxylate

Procedure

The title compound was prepared according to the method of Example 41, Step 2 using tert-butyl 4-{[6-formyl-2-(trifluoromethyl)pyrimidin-4-yl]oxy}piperidine-1-carboxylate and dimethylamine as starting materials. LCMS (M+H-100)+: 405.2.

Sources & evidence

ORD record: ord-c5b41beb3fe0477eb0aa6d417928b906
Source dataset: uspto-grants-2015_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08933085B2

Reaction notes

Loading…