2,2-Difluorocyclopropane-1-carboxylic acid → HCID 86660411, compound

HRID 1186151Notes

Reaction equation

HRID 1186151 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]1([F:27])[CH2:23][CH:22]1[C:24](O)=[O:25]>>[F:19][C:5]1[CH:4]=[CH:3][C:2]([NH:1][C:24]([CH:22]2[CH2:23][C:21]2([F:27])[F:20])=[O:25])=[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 27828232,2-Difluorocyclopropane-1-carboxylic acidHCID 58562953HCID 58562953, compound

Product 1

HCID 86660411HCID 86660411, compoundYield 61%

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) (151 mg, 0.54 mmol) and commercially available 2,2-difluoro-cyclopropanecarboxylic acid [CAS No. 107873-03-0] (82 mg, 0.67 mmol). The compound was obtained as light yellow foam (158 mg, 61%). MS (ISP): m/z=387.1 [(M+H)+].

Workup

  1. customThe compound was prepared in an analogous manner

Sources & evidence

ORD record
ord-d038162ac35f4cc5a071c1cc574b9092
Source dataset
uspto-grants-2014_03
Patent number
US08673894B2

Reaction notes

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