Bromoacetonitrile → HCID 86756724, compound

HRID 1978058Notes

Reaction equation

[C:1]([CH2:3][N:4]([S:33]([CH3:36])(=[O:35])=[O:34])[NH:5][C:6](=[O:32])[C@@H:7]([C@@H:12]([C:22](=[O:31])[NH:23][O:24]C1CCCCO1)[CH2:13]/[CH:14]=[CH:15]/[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH2:8][CH:9]([CH3:11])[CH3:10])#[N:2].BrCC#N>>[C:1]([CH2:3][N:4]([S:33]([CH3:36])(=[O:35])=[O:34])[NH:5][C:6](=[O:32])[C@@H:7]([C@@H:12]([C:22](=[O:31])[NH:23][OH:24])[CH2:13]/[CH:14]=[CH:15]/[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH2:8][CH:9]([CH3:11])[CH3:10])#[N:2]

Participants

Reactant 2

HCID 11534Bromoacetonitrile

HCID 86756725HCID 86756725, compound

Product 1

HCID 86756724HCID 86756724, compound

Procedure

The (E)-2′-(cyanomethyl)-2(R)-[1(S)-[(tetrahydro-2(RS)-pyranyloxy)carbamoyl]-4-phenyl-3-butenyl]-2′-(methanesulphonyl)-4-methylvalerohydrazide used as the starting material was prepared in an analogous manner to that described in Example 15, part (iii), starting from (E)-(2R)-[1(S)-[(tetrahydro-2(RS)-pyranyloxy)cambamoyl]-4-phenyl-3-butenyl]-2′-(methanesulphonyl)-4-methylvalerohydrazide by reaction with bromoacetonitrile.

Workup

customwas prepared in an analogous manner to that

Sources & evidence

ORD record: ord-72a070d9722649fd948e0c8db1a22891
Source dataset: uspto-grants-2001_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06235787B1

Reaction notes

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