(S)-1-(2-methoxy-1-phenylethyl)urea → HCID 178495747, compound

HRID 571412Notes

Reaction equation

HRID 571412 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]2[C:8]([C:11]([F:14])([F:13])[F:12])=[N:9][NH:10][C:4]=2[CH:3]=1.[CH3:15][O:16][CH2:17][C@@H:18]([NH:25][C:26]([NH2:28])=[O:27])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[CH3:15][O:16][CH2:17][C@@H:18]([NH:25][C:26]([NH:28][C:2]1[N:7]=[CH:6][C:5]2[C:8]([C:11]([F:14])([F:13])[F:12])=[N:9][NH:10][C:4]=2[CH:3]=1)=[O:27])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 89524417(S)-1-(2-methoxy-1-phenylethyl)ureaHCID 178506289HCID 178506289, compound

Product 1

HCID 178495747HCID 178495747, compound

Procedure

In a manner similar to that described in Example 30 (Step 1), 6-chloro-3-(trifluoromethyl)-1H-pyrazolo[4,3-c]pyridine was reacted with (S)-1-(2-methoxy-1-phenylethyl)urea (BrettPhos precatalyst, KOtBu, dioxane, 90° C., overnight) to provide 1-[(1S)-2-methoxy-1-phenylethyl]-3-[3-(trifluoromethyl)-1H-pyrazolo[4,3-c]pyridin-6-yl]urea. MS ESI calc'd. for C17H16F3N5O2[M+1]+ 380, found 380.

Sources & evidence

ORD record
ord-73c0c8779c7d441cae456bba98c61c69
Source dataset
uspto-grants-2015_05
Patent number
US09023865B2

Reaction notes

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