(1S,4S)-2-oxa-5-azabicyclo(2.2.1)heptane hydrochloride → HCID 66656200, compound

HRID 517719Notes

Reaction equation

HRID 517719 reaction equation
Cl[CH2:2][C:3]1[N:7]([C:8]2[CH:9]=[C:10]([CH:14]=[C:15]([C:17]([F:20])([F:19])[F:18])[CH:16]=2)[C:11]([NH2:13])=[O:12])[N:6]=[N:5][N:4]=1.Cl.[C@H:22]12[CH2:28][C@H:25]([NH:26][CH2:27]1)[CH2:24][O:23]2>C(#N)C>[C@H:22]12[CH2:28][C@H:25]([N:26]([CH2:2][C:3]3[N:7]([C:8]4[CH:9]=[C:10]([CH:14]=[C:15]([C:17]([F:20])([F:19])[F:18])[CH:16]=4)[C:11]([NH2:13])=[O:12])[N:6]=[N:5][N:4]=3)[CH2:27]1)[CH2:24][O:23]2

Participants

4

Reactant 2

HCID 21303398(1S,4S)-2-oxa-5-azabicyclo(2.2.1)heptane hydrochlorideHCID 66654660HCID 66654660, compound2×

Product 1

HCID 66656200HCID 66656200, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
140 °C

Procedure

To a solution of 3-[5-(chloromethyl)-1H-tetrazol-1-yl]-5-(trifluoromethyl)benzamide (Intermediate 31, 300 mg, 0.982 mmol) in acetonitrile (0.5 mL) was added (1S,4S)-2-oxa-5-azabicyclo[2.2.1]heptane hydrochloride (160 mg, 1.18 mmol) and di-idopropylethylamine (0.377 mL, 2.16 mmol). The reaction was heated to 140° C. for 20 minutes in a microwave reactor.

Sources & evidence

ORD record
ord-67f2eefc5b0e4567aa5da628c4f01676
Source dataset
uspto-grants-2015_08
Patent number
US09115132B2

Reaction notes

Loading…