1-(Trifluoromethyl)cyclopropane-1-carboxylic acid → HCID 86660412, compound

HRID 1186152Notes

Reaction equation

HRID 1186152 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([F:19])=[C:6]([C@:8]2([CH3:18])[CH2:14][C:13]([CH3:16])([CH3:15])[O:12][CH2:11][C:10](=[S:17])[NH:9]2)[CH:7]=1.[F:20][C:21]([F:29])([F:28])[C:22]1([C:25](O)=[O:26])[CH2:24][CH2:23]1>>[F:19][C:5]1[CH:4]=[CH:3][C:2]([NH:1][C:25]([C:22]2([C:21]([F:29])([F:28])[F:20])[CH2:24][CH2:23]2)=[O:26])=[CH:7][C:6]=1[C@:8]1([CH3:18])[CH2:14][C:13]([CH3:16])([CH3:15])[O:12][CH2:11][C:10](=[S:17])[NH:9]1

Participants

3

Reactant 2

HCID 27783061-(Trifluoromethyl)cyclopropane-1-carboxylic acidHCID 58562953HCID 58562953, compound

Product 1

HCID 86660412HCID 86660412, compoundYield 92%

Procedure

The compound was prepared in an analogous manner as described for intermediate B14A from (S)-5-(5-amino-2-fluoro-phenyl)-5,7,7-trimethyl-[1,4]oxazepane-3-thione (intermediate A17A) (110 mg, 0.39 mmol) and commercially available 1-trifluoromethyl-cyclopropanecarboxylic acid [CAS No. 277756-46-4] (67 mg, 0.44 mmol). The compound was obtained as light yellow foam (167 mg, 92%). MS (ISP): m/z=419.2 [(M+H)+].

Workup

  1. customThe compound was prepared in an analogous manner

Sources & evidence

ORD record
ord-d2b5c405eb2a489f92421a57bf47573b
Source dataset
uspto-grants-2014_03
Patent number
US08673894B2

Reaction notes

Loading…