Phenylethanolamine → HCID 11575321, compound

HRID 1921448Notes

Reaction equation

[CH2:1]([C:3]1[C:8](=[O:9])[NH:7][C:6]([CH3:10])=[C:5]([C:11]2[S:15][C:14]([S:16](Cl)(=[O:18])=[O:17])=[CH:13][CH:12]=2)[CH:4]=1)[CH3:2].[NH2:20][CH2:21][CH:22]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[OH:23]>>[OH:23][CH:22]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[CH2:21][NH:20][S:16]([C:14]1[S:15][C:11]([C:5]2[CH:4]=[C:3]([CH2:1][CH3:2])[C:8](=[O:9])[NH:7][C:6]=2[CH3:10])=[CH:12][CH:13]=1)(=[O:18])=[O:17]

Participants

Reactant 2

HCID 1000Phenylethanolamine

HCID 866103525-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride

Product 1

HCID 11575321HCID 11575321, compoundYield 58%

Procedure

5-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride is reacted with 2-amino-1-phenylethanol as described in Step 5, Example 24 to give the title compound as a yellow solid (58% yield). LC/MS: RT 2.68 min; m/e 419 (M+H); 1H NMR (CDCl3, δ, ppm): 11.30 (1H, br), 7.58 (1H, d), 7.40 (5H, m), 6.90 (1H, d), 5.33 (1H, br), 4.90 (1H, m), 3.47 (1H, m), 3.22 (1H, m), 2.60 (2H, q), 2.44 (3H, s), 1.22 (3H, t).

Sources & evidence

ORD record: ord-99c408778a5b4ad698f528790a4f9196
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08173682B2

Reaction notes

Loading…