Hydrochloric Acid → 2-Isopropylpyrazolo[1,5-a]pyridine

HRID 1642339Notes

Reaction equation

Cl.N[C@@H](C)C([C:6]1[C:7]([CH:15]([CH3:17])[CH3:16])=[N:8][N:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=12)=O.Cl>>[CH:15]([C:7]1[CH:6]=[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][N:9]2[N:8]=1)([CH3:17])[CH3:16]

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 49836001HCID 49836001, compound

Product 1

HCID 113786582-Isopropylpyrazolo[1,5-a]pyridine

Procedure

(S)-2-Amino-1-(2-isopropylpyrazolo[1,5-a]pyridin-3-yl)propan-1-one hydrochloride (also referred to herein as S-AV1013.HCl) was prepared on a preparative scale using two different routes to obtain the intermediate isopropylpyrazolo[1,5-a]pyridine (IPPP). In the first approach (method 1), ibudilast was employed as the starting material to obtain IPPP; an alternate synthetic approach (method 2) employed ibudilast acid as the starting material.

Sources & evidence

ORD record: ord-c4a0c1a4636242028b9c2991f7f02360
Source dataset: uspto-grants-2012_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08119657B2

Reaction notes

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