HCID 11733256, compound → HCID 9847843, compound

HRID 991034Notes

Reaction equation

C[O:2]C1C=CC(S(C(C)(CC2C=CC(OCCN3CCCCC3)=CC=2)C(O)=O)(=O)=O)=CC=1.O[CH:34]([C:51]1[CH:56]=[CH:55][C:54]([O:57][CH2:58][CH2:59][N:60]2[CH2:65][CH2:64][CH2:63][CH2:62][CH2:61]2)=[CH:53][CH:52]=1)[C:35]([S:40]([C:43]1[CH:48]=[CH:47][C:46]([O:49][CH3:50])=[CH:45][CH:44]=1)(=[O:42])=[O:41])([CH3:39])[C:36]([NH2:38])=[O:37]>>[OH:2][NH:38][C:36](=[O:37])[C:35]([S:40]([C:43]1[CH:48]=[CH:47][C:46]([O:49][CH3:50])=[CH:45][CH:44]=1)(=[O:42])=[O:41])([CH3:39])[CH2:34][C:51]1[CH:56]=[CH:55][C:54]([O:57][CH2:58][CH2:59][N:60]2[CH2:65][CH2:64][CH2:63][CH2:62][CH2:61]2)=[CH:53][CH:52]=1

Participants

Reactant 2

HCID 11733256HCID 11733256, compound

HCID 131723538HCID 131723538, compound

Product 1

HCID 9847843HCID 9847843, compound

Procedure

Starting from 2-(4-methoxy-benzenesulfonyl)2-methyl-3-[4-(2-piperidin-1-yl-ethoxy) phenyl]-propionic acid (2.0 g, 4.2 mmol) and following the procedure as outlined in example 1, -1 g of 1N-hydroxy- 2-(4-methoxy-benzenesulfonyl)2-methyl-3-[4-(2-piperidin-1-yl-ethoxy)phenyl]-propionamide was isolated as colorless solid. Yield: 1 g, 48%; mp 98° C.; MS: 477 (M+H)+; 1H NMR (300 MHz, CDCl3): δ 1.2 (s, 3H), 3.5-1.5 (m, 16 H), 3.9 (s, 3H), 4.4 (m, 1H), 6.5-7.8 (m, 8H), 10.8 (bs, 1H).

Workup

customwas isolated as colorless solid

Sources & evidence

ORD record: ord-cf51934bcf834776afb4d9415d170256
Source dataset: uspto-grants-2002_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06462073B2

Reaction notes

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