HCID 70497275, compound → HCID 67995838, compound

HRID 1615168Notes

Reaction equation

HRID 1615168 reaction equation
CC1(C)CO[C:5]2([CH2:32][CH2:31][C:8]3([O:13][C:12](=[O:14])[N:11]([C@H:15]([C:17]4[CH:22]=[CH:21][C:20]([C:23]5[CH:28]=[CH:27][N:26]([CH3:29])[C:25](=[O:30])[CH:24]=5)=[CH:19][CH:18]=4)[CH3:16])[CH2:10][CH2:9]3)[CH2:7][CH2:6]2)[O:4]C1>O>[CH3:29][N:26]1[CH:27]=[CH:28][C:23]([C:20]2[CH:21]=[CH:22][C:17]([C@@H:15]([N:11]3[CH2:10][CH2:9][C:8]4([CH2:31][CH2:32][C:5](=[O:4])[CH2:6][CH2:7]4)[O:13][C:12]3=[O:14])[CH3:16])=[CH:18][CH:19]=2)=[CH:24][C:25]1=[O:30]

Participants

3

Reactant 1

HCID 70497275HCID 70497275, compound

Product 1

HCID 67995838HCID 67995838, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The title compound is prepared from 12,12-dimethyl-3-{(S)-1-[4-(1-methyl-2-oxo-1,2-dihydro-pyridin-4-yl)-phenyl]-ethyl}-1,10,14-trioxa-3-aza-dispiro[5.2.5.2]hexadecan-2-one following a procedure analogous to that described in Step 10 of Intermediate 2. Yield: 48% of theory; Mass spectrum (ESI+): m/z=395 [M+H]+; 1H NMR (400 MHz, DMSO-d6) δ 1.55 (d, J=7.1 Hz, 3H), 1.85-2.05 (m, 5H), 2.08-2.27 (m, 3H), 2.44-2.56 (m, 2H) superimposed by DMSO-d5, 2.81-2.89 (m, 1H), ca. 3.25-3.33 (m, 1H) superimposed by H2O, 3.45 (s, 3H), 5.54 (q, J=7.1 Hz, 1H), 6.57 (dd, J=7.1, 2.0 Hz, 1H), 6.68 (d, J=2.0 Hz, 1H), 7.42 (dm, J=8.2 Hz, 2H), 7.72 (dm, J=8.2 Hz, 2H), 7.76 (d, J=7.1 Hz, 1H).

Sources & evidence

ORD record
ord-87af16e418c04067bd9fe262dc08b7da
Source dataset
uspto-grants-2014_07
Patent number
US08765744B2

Reaction notes

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