HCID 67996124, compound → HCID 67996267, compound

HRID 1615169Notes

Reaction equation

HRID 1615169 reaction equation
[CH3:1][N:2]([CH3:38])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([C@@H:17]([N:19]3[CH2:24][CH2:23][C:22]4([CH2:36][CH2:35][C:27]5(OCC(C)(C)C[O:28]5)[CH2:26][CH2:25]4)[O:21][C:20]3=[O:37])[CH3:18])=[CH:13][CH:12]=2)=[CH:7][N:6]=1)=[O:4]>O>[CH3:38][N:2]([CH3:1])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([C@@H:17]([N:19]3[CH2:24][CH2:23][C:22]4([CH2:36][CH2:35][C:27](=[O:28])[CH2:26][CH2:25]4)[O:21][C:20]3=[O:37])[CH3:18])=[CH:13][CH:12]=2)=[CH:7][N:6]=1)=[O:4]

Participants

3

Reactant 1

HCID 67996124HCID 67996124, compound

Product 1

HCID 67996267HCID 67996267, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The title compound is prepared from 5-{4-[(S)-1-(12,12-dimethyl-2-oxo-1,10,14-trioxa-3-aza-dispiro[5.2.5.2]hexadec-3-yl)-ethyl]-phenyl}-pyridine-2-carboxylic acid dimethylamide following a procedure analogous to that described in Step 10 of Intermediate 2. Yield: 54% of theory; Mass spectrum (ESI+): m/z=436 [M+H]+; 1H NMR (400 MHz, DMSO-d6) δ 1.57 (d, J=7.1 Hz, 3H), 1.85-2.05 (m, 5H), 2.09-2.28 (m, 3H), 2.45-2.57 (m, 2H) superimposed by DMSO-d5, 2.83-2.91 (m, 1H), 3.01 (s, 3H), 3.03 (s, 3H), ca. 3.27-3.35 (m, 1H) superimposed by H2O, 5.56 (q, J=7.1 Hz, 1H), 7.47 (dm, J=8.2 Hz, 2H), 7.65 (dm, J=8.2 Hz, 1H), 7.79 (dm, J=8.2 Hz, 2H), 8.20 (dd, J=8.2, 2.3 Hz, 1H), 8.91 (d, J=2.3 Hz, 1H).

Sources & evidence

ORD record
ord-108ec01471d7400a8053b78165cdd97b
Source dataset
uspto-grants-2014_07
Patent number
US08765744B2

Reaction notes

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