HCID 67069928, compound → HCID 11426956, compound

HRID 970020Notes

Reaction equation

HRID 970020 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:16]=[N:17][C:18]([O:21][C@@H:22]3[CH:27]4[CH2:28][CH2:29][N:24]([CH2:25][CH2:26]4)[CH2:23]3)=[N:19][CH:20]=2)=[CH:11][C:10]=1[N+:30]([O-])=O)C1C=CC=CC=1>[Pd]>[NH2:30][C:10]1[CH:11]=[C:12]([C:15]2[CH:16]=[N:17][C:18]([O:21][C@@H:22]3[CH:27]4[CH2:26][CH2:25][N:24]([CH2:29][CH2:28]4)[CH2:23]3)=[N:19][CH:20]=2)[CH:13]=[CH:14][C:9]=1[OH:8]

Participants

3

Reactant 1

HCID 67069928HCID 67069928, compound

Product 1

HCID 11426956HCID 11426956, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The product of Example 37C (380 mg, 0.88) was hydrogenated under the catalysis of Pd/C (Aldrich, 10 wt. %, 100 mg) according to the procedure of Example 28E. The title compound was obtained as yellow solid (220 mg, yield, 92%). 1H NMR (300 MHz, CD3OD) δ 1.47-1.93 (m, 3 H), 1.95-2.35 (m, 2 H) 2.70-3.05 (m, 5 H), 3.33-3.48 (m, 1 H), 5.04-5.30 (m, J=8.8 Hz, 1 H), 6.72-6.88 (m, 2 H), 6.98 (d, J=1.7 Hz, 1 H), 8.70 (s, 2 H) ppm. MS (DCl/NH3): 313 (M+H)+.

Sources & evidence

ORD record
ord-89a32f3078704f10916375ccb9e2afc9
Source dataset
uspto-grants-2007_12
Patent number
US07309699B2

Reaction notes

Loading…