Methylhydrazine → HCID 69596761, compound

HRID 1357159Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[N:12]([S:13]([C:16]3[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][CH:17]=3)(=[O:15])=[O:14])[C@@H:11]([CH2:23][CH2:24][CH2:25][C:26]#[N:27])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[CH3:28][NH:29][NH2:30].[CH:31](Cl)(Cl)Cl>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C@H:8]2[N:12]([S:13]([C:16]3[CH:17]=[CH:18][C:19]([CH3:22])=[CH:20][CH:21]=3)(=[O:15])=[O:14])[C@@H:11]([CH2:23][CH2:24][CH2:25][C:26]3[N:30]([CH3:31])[N:29]=[CH:28][N:27]=3)[CH2:10][CH2:9]2)=[CH:6][CH:7]=1

Participants

Reactant 3

HCID 6061Methylhydrazine

HCID 6212Chloroform

HCID 69596727HCID 69596727, compound

Product 1

HCID 69596761HCID 69596761, compound

Procedure

The title compound, colorless oil, MS: m/e=443.2 (M+H+) and [α]D20=−68.8° (c=0.3443 in chloroform), was prepared in accordance with the general method of example 26 from (2S,5S)-4-[5-(4-fluoro-phenyl)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-butyronitrile and methylhydrazine.

Sources & evidence

ORD record: ord-f9743d43e63a426db3954ce259a86d23
Source dataset: uspto-grants-2003_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06589978B2

Reaction notes

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