5-(2,2,2-Trifluoroethoxy)pyridine-2-carboxylic acid → HCID 86660422, compound

HRID 1186176Notes

Reaction equation

HRID 1186176 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]23[CH2:15][CH:14]2[CH2:13][O:12][CH2:11][C:10](=[S:16])[NH:9]3)[CH:5]=[CH:6][CH:7]=1.[F:17][C:18]([F:31])([F:30])[CH2:19][O:20][C:21]1[CH:22]=[CH:23][C:24]([C:27](O)=[O:28])=[N:25][CH:26]=1>>[S:16]=[C:10]1[CH2:11][O:12][CH2:13][CH:14]2[C:8]([C:4]3[CH:3]=[C:2]([NH:1][C:27]([C:24]4[CH:23]=[CH:22][C:21]([O:20][CH2:19][C:18]([F:31])([F:30])[F:17])=[CH:26][N:25]=4)=[O:28])[CH:7]=[CH:6][CH:5]=3)([CH2:15]2)[NH:9]1

Participants

3

Reactant 2

HCID 574758545-(2,2,2-Trifluoroethoxy)pyridine-2-carboxylic acidHCID 76831086HCID 76831086, compound

Product 1

HCID 86660422HCID 86660422, compound

Procedure

The compound was prepared in an analogous manner as described for intermediate B14A from (1SR,7RS)-1-(3-amino-phenyl)-5-oxa-2-aza-bicyclo[5.1.0]octane-3-thione (intermediate B13B) (166 mg, 0.712 mmol) and 5-(2,2,2-trifluoro-ethoxy) -pyridine-2-carboxylic acid [CAS No. 881409-53-6; described in example 49] (150 mg, 0.68 mmol). The title compound was obtained as a light yellow gum (266 mg, 90%). MS (ISP): m/z=438.1 [(M+H)+].

Workup

  1. customThe compound was prepared in an analogous manner

Sources & evidence

ORD record
ord-81e66bc4c1474406af25cfd2408cfe0f
Source dataset
uspto-grants-2014_03
Patent number
US08673894B2

Reaction notes

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