Hydrazine hydrate (1:1) → HCID 20309533, compound

HRID 1763332Notes

Reaction equation

[C:1]([NH:5][CH2:6][CH:7]([OH:25])[CH2:8][O:9][C:10]1[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][C:11]=1[C:12]([CH2:14][CH2:15][C:16](OC)=[O:17])=O)([CH3:4])([CH3:3])[CH3:2].O.[NH2:27][NH2:28]>>[C:1]([NH:5][CH2:6][CH:7]([OH:25])[CH2:8][O:9][C:10]1[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][C:11]=1[C:12]1[CH2:14][CH2:15][C:16](=[O:17])[NH:27][N:28]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 24654Hydrazine hydrate (1:1)

HCID 20309511HCID 20309511, compound

Product 1

HCID 20309533HCID 20309533, compound

Procedure

Methyl 3-[2-(3-t-butylamino-2-hydroxypropoxy)-5-methylbenzoyl]propionate was cyclised with hydrazine hydrate in a similar manner to the procedure described in Example 2 (ii) to give 6-[2-(3-t-butylamino-2-hydroxypropoxy)-5-methylphenyl]-4,5-dihydro-3(2H)-pyridazinone, m.p. 126°-127.5°. The hydrochloride had m.p. 206.5°-209.5°.

Sources & evidence

ORD record: ord-6610cbcaab29458eb7c8e1fea5c17816
Source dataset: uspto-grants-1978_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04111936

Reaction notes

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