Hydroxyamine hydrochloride → HCID 178421632, compound

HRID 1622244Notes

Reaction equation

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

Participants

Reactant 2

HCID 443297Hydroxyamine hydrochloride

HCID 86675684HCID 86675684, compound

Product 1

HCID 178421632HCID 178421632, compound

Procedure

The title compound is prepared from (S)-4-[5-(1-methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-2-methyl-2,3-dihydro-furo[2,3-c]pyridin-2-yl]-piperidine-1-carbonitrile (Intermediate 42; the configuration of the stereocenter is arbitrarily assigned) and hydroxylamine hydrochloride following a procedure analogous to that described for Intermediate 11. LC (method 4): tR=0.46 min; Mass spectrum (ESI+): m/z=436 [M+H]+.

Sources & evidence

ORD record: ord-f8a51fe330bd463d9ebc18b2adc63ec3
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08778926B2

Reaction notes

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