2-(2-Bromoethyl)oxirane → HCID 87453871, compound

HRID 1867379Notes

Reaction equation

[F:1][C:2]1[CH:3]=[C:4](/[CH:9]=[CH:10]/[C:11]([N:13]2[CH2:19][CH2:18][C:17](=[O:20])[NH:16][CH2:15][CH2:14]2)=[O:12])[CH:5]=[CH:6][C:7]=1[F:8].Br[CH2:22][CH2:23][CH:24]1[CH2:26][O:25]1>>[F:1][C:2]1[CH:3]=[C:4](/[CH:9]=[CH:10]/[C:11]([N:13]2[CH2:19][CH2:18][C:17](=[O:20])[N:16]([CH2:22][CH2:23][CH:24]3[CH2:26][O:25]3)[CH2:15][CH2:14]2)=[O:12])[CH:5]=[CH:6][C:7]=1[F:8]

Participants

Reactant 2

HCID 1004142-(2-Bromoethyl)oxirane

HCID 68433077HCID 68433077, compound2×

Product 1

HCID 87453871HCID 87453871, compound

Procedure

In analogy to the procedure described for example 170A, 1-[(E)-3-(3,4-difluoro-phenyl)-acryloyl]-[1,4]diazepan-5-one (intermediate 55) and (rac)-2-(2-bromo-ethyl)-oxirane (Journal of Organic Chemistry (1969), 34(12), 4060-5) gave the title compound as light yellow viscous oil. MS: 351.3 (MH+).

Sources & evidence

ORD record: ord-02cbd36fc4eb4bbf8c8378702bed0f87
Source dataset: uspto-grants-2009_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07632829B2

Reaction notes

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