2,2,2-Trifluoroethanol → HCID 178521025, compound

HRID 931310Notes

Reaction equation

HRID 931310 reaction equation
C(O)C(F)(F)F.Cl.Cl.[NH2:9][C:10]1[CH:11]=[CH:12][C:13]([N:17]2[CH2:22][CH2:21][CH2:20][C@@H:19]([C:23]([N:25]3[CH2:29][CH2:28][CH2:27][CH2:26]3)=[O:24])[CH2:18]2)=[N:14][C:15]=1[NH2:16].[Cl:30][C:31]([Cl:37])([Cl:36])[C:32](=N)OC>C(O)=O>[N:25]1([C:23]([C@@H:19]2[CH2:20][CH2:21][CH2:22][N:17]([C:13]3[N:14]=[C:15]4[NH:16][C:32]([C:31]([Cl:37])([Cl:36])[Cl:30])=[N:9][C:10]4=[CH:11][CH:12]=3)[CH2:18]2)=[O:24])[CH2:29][CH2:28][CH2:27][CH2:26]1

Participants

5

Reactant 3

HCID 64092,2,2-TrifluoroethanolHCID 100479Methyl 2,2,2-trichloroacetimidateHCID 89854051(R)-(1-(5,6-Diaminopyridin-2-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone dihydrochloride

Product 1

HCID 178521025HCID 178521025, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Conditions

Temperature
60 °C

Procedure

Formic acid (2.8 mL) and trifluoroethanol (61 mL) were added to (R)-(1-(5,6-diaminopyridin-2-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone dihydrochloride. Methyl 2,2,2-trichloroacetimidate (1.65 mL) was added and the reaction mixture was stirred at 60° C. for 3 h. The mixture was used for the next step without further workup or purification.

Workup

  1. customThe mixture was used for the next step without further workup or purification

Sources & evidence

ORD record
ord-fd74be0c953c43b29ed11319b1581b77
Source dataset
uspto-grants-2016_03
Patent number
US09296745B2

Reaction notes

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