1-Isopropylhydrazine → 2-(propan-2-yl)-4,5,6,7-tetrahydro-2H-pyrazolo[4,3-c]pyridine

HRID 931361Notes

Reaction equation

CN(/[CH:4]=[C:5]1\[CH2:6][N:7](C(OC(C)(C)C)=O)[CH2:8][CH2:9][C:10]\1=O)C.[CH3:19][CH:20]([NH:22][NH2:23])[CH3:21]>>[CH3:19][CH:20]([N:22]1[CH:4]=[C:5]2[CH2:6][NH:7][CH2:8][CH2:9][C:10]2=[N:23]1)[CH3:21]

Participants

Reactant 2

HCID 527891-Isopropylhydrazine

HCID 10610967tert-butyl (3E)-3-[(dimethylamino)methylidene]-4-oxopiperidine-1-carboxylate

Product 1

HCID 838631362-(propan-2-yl)-4,5,6,7-tetrahydro-2H-pyrazolo[4,3-c]pyridine

Procedure

tert-Butyl (3E)-3-[(dimethylamino)methylidene]-4-oxopiperidine-1-carboxylate was condensed with propan-2-ylhydrazine; removal of the protecting group provided 2-(propan-2-yl)-4,5,6,7-tetrahydro-2H-pyrazolo[4,3-c]pyridine.

Workup

customremoval of the protecting group

Sources & evidence

ORD record: ord-84b3a0b4baa6401c8b1725dfed1ecd0f
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09296761B2

Reaction notes

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