5-(2,2,2-Trifluoroethoxy)pyridine-2-carboxylic acid → HCID 86660420, compound

HRID 1186174Notes

Reaction equation

HRID 1186174 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([F:17])=[C:6]([C:8]23[CH2:15][CH:14]2[CH2:13][O:12][CH2:11][C:10](=[S:16])[NH:9]3)[CH:7]=1.[F:18][C:19]([F:32])([F:31])[CH2:20][O:21][C:22]1[CH:23]=[CH:24][C:25]([C:28](O)=[O:29])=[N:26][CH:27]=1>>[F:17][C:5]1[CH:4]=[CH:3][C:2]([NH:1][C:28]([C:25]2[CH:24]=[CH:23][C:22]([O:21][CH2:20][C:19]([F:32])([F:31])[F:18])=[CH:27][N:26]=2)=[O:29])=[CH:7][C:6]=1[C:8]12[CH2:15][CH:14]1[CH2:13][O:12][CH2:11][C:10](=[S:16])[NH:9]2

Participants

3

Reactant 2

HCID 574758545-(2,2,2-Trifluoroethoxy)pyridine-2-carboxylic acidHCID 76831217HCID 76831217, compound

Product 1

HCID 86660420HCID 86660420, compound

Procedure

Prepared in an analogous manner as described for intermediate B14A from (1SR,7RS)-1-(5-amino-2-fluoro-phenyl)-5-oxa-2-aza-bicyclo[5.1.0]octane-3-thione (intermediate B13A) (87 mg, 0.34 mmol) and 5-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid [CAS-no 881409-53-6; described in example 49] (80 mg, 0.36 mmol). The title compound was obtained as a light yellow solid (143 mg, 87%). MS (ISP): m/z=456.1 [(M+H)+].

Workup

  1. customPrepared in an analogous manner

Sources & evidence

ORD record
ord-b9f0ce2398ec45188796ba4afdbbc40a
Source dataset
uspto-grants-2014_03
Patent number
US08673894B2

Reaction notes

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