Methanesulfonic Acid → HCID 86749134, compound

HRID 2259207Notes

Reaction equation

C(OC([N:8]1[CH2:11][CH2:10][C@H:9]1[CH2:12][O:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[CH:15]=1)=O)(C)(C)C.[CH3:23][S:24]([OH:27])(=[O:26])=[O:25]>>[CH3:23][S:24]([OH:27])(=[O:26])=[O:25].[N+:20]([C:16]1[CH:15]=[C:14]([CH:19]=[CH:18][CH:17]=1)[O:13][CH2:12][C@@H:9]1[CH2:10][CH2:11][NH:8]1)([O-:22])=[O:21]

Participants

Reactant 2

HCID 6395Methanesulfonic Acid

HCID 54544611HCID 54544611, compound

Product 1

HCID 86749134HCID 86749134, compound

Procedure

A 278 mg sample of the purified product from step 22a above was treated according to the procedure of Example 1c (except starting with the methanesulfonic acid instead of HCl/ether) to afford 78 mg of the title product. MS: 209 (M+H)+. NMR (D2O) δ: 2.70 (q, 2H, J=8.1 Hz), 2.80(s, 3H), 4.08-4.18 (m, 2H), 4.46 (d, 2H, J=4.0 Hz), 4.90-4.96 (m, 1H), 7.45-7.49 (m, 1H), 7.60 (t, 1H, 8.4 Hz), 7.90 (t, 1H, 2.4), 7.93-7.96 (m, 1H). Anal. Calcd for C10H12ClN2O3.1.16 CH3SO3H: C, 34.60; H, 5.21; N, 5.93; Found: C, 34.25; H, 5.25; N, 6.08.

Sources & evidence

ORD record: ord-b136c2775a85449f9095df57734d6206
Source dataset: uspto-grants-1995_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05472958

Reaction notes

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