2,2,2-Trichloroethyl chloroformate → (5-tert-Butyl-2-{3-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-phenyl}-2H-pyrazol-3-yl)-carbamic acid 2,2,2-trichloro-ethyl ester

HRID 630750Notes

Reaction equation

HRID 630750 reaction equation
[Cl:1][C:2]([Cl:9])([Cl:8])[CH2:3][O:4][C:5](Cl)=[O:6].[C:10]([C:14]1[CH:15]=[C:16]([NH2:35])[N:17]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([O:25][CH2:26][CH2:27][O:28][CH:29]3[CH2:34][CH2:33][CH2:32][CH2:31][O:30]3)[CH:20]=2)[N:18]=1)([CH3:13])([CH3:12])[CH3:11].ClC(Cl)(Cl)COC(=O)NC1N(C2C=CC=C(SCCO)C=2)N=C(C(C)(C)C)C=1>>[Cl:1][C:2]([Cl:9])([Cl:8])[CH2:3][O:4][C:5](=[O:6])[NH:35][C:16]1[N:17]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([O:25][CH2:26][CH2:27][O:28][CH:29]3[CH2:34][CH2:33][CH2:32][CH2:31][O:30]3)[CH:20]=2)[N:18]=[C:14]([C:10]([CH3:13])([CH3:12])[CH3:11])[CH:15]=1

Participants

4

Reactant 3

HCID 870632,2,2-Trichloroethyl chloroformateHCID 579256593-tert-butyl-1-(3-(2-(tetrahydro-2H-pyran-2-yloxy)ethoxy)phenyl)-1H-pyrazol-5-amineHCID 86686677{5-tert-Butyl-2-[3-(2-hydroxy-ethylsulfanyl)-phenyl]-2H-pyrazol-3-yl}-carbamic acid 2,2,2-trichloro-ethyl ester

Product 1

HCID 86686679(5-tert-Butyl-2-{3-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-phenyl}-2H-pyrazol-3-yl)-carbamic acid 2,2,2-trichloro-ethyl ester

Procedure

The title compound was prepared starting from 2,2,2-trichloroethylchloroformate and Intermediate 39a by using an analogous procedure to that described for Intermediate 35c. LCMS (Method 4): Rt 3.85, m/z 536 [MH+].

Sources & evidence

ORD record
ord-226a978e636844dbba4f7db776077d45
Source dataset
uspto-grants-2016_04
Patent number
US09315503B2

Reaction notes

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