HCID 22218268, compound → HCID 12088909, compound

HRID 1166663Notes

Reaction equation

HRID 1166663 reaction equation
C(C1C2C=C(C)C(CNC3C=CC(C(OCC)=O)=CC=3)=CC=2C(C)(C)CC=1)(C)C.[CH3:30][N:31]([C:43]1[C:52]([CH3:53])=[CH:51][C:50]2[C:49]([CH:54]([CH3:56])[CH3:55])=[CH:48][CH2:47][C:46]([CH3:58])([CH3:57])[C:45]=2[CH:44]=1)[C:32]1[CH:42]=[CH:41][C:35]([C:36]([O:38]CC)=[O:37])=[CH:34][CH:33]=1>>[CH3:30][N:31]([C:43]1[C:52]([CH3:53])=[CH:51][C:50]2[C:49]([CH:54]([CH3:55])[CH3:56])=[CH:48][CH2:47][C:46]([CH3:57])([CH3:58])[C:45]=2[CH:44]=1)[C:32]1[CH:33]=[CH:34][C:35]([C:36]([OH:38])=[O:37])=[CH:41][CH:42]=1

Participants

3

Reactant 2

HCID 22218268HCID 22218268, compoundHCID 22218288HCID 22218288, compound

Product 1

HCID 12088909HCID 12088909, compoundYield 66%

Procedure

Following General Procedure E, ethyl 4-[(5-isopropyl-3,8,8-trimethyl-7,8-dihydronaphthalen-2-yl)methylamino]benzoate, AGN 196549, (Compound 49, 0.12 g, 0.31 mmol) was reacted to give 0.074 g (66%) of the title compound as a yellow solid. PNMR (300 MHz, CDCl3) δ13 1.24 (s, 6H), 1.25 (d, 6H, J=7.5 Hz), 2.12 (s, 3H), 2.22 (d, 2H, J=2.5 Hz), 3.02 (m, 1H), 3.32 (s, 1H), 5.82 (t, 1H, J=3.0 Hz), 6.52 (d, 2H, J=7.7 Hz), 7.08 (s, 1H), 7.28 (s, 1H), 7.94 (d, 2H, J=7.7 Hz).

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-b492926edaf44f2dbd750dbc92d24685
Source dataset
uspto-grants-2003_09
Patent number
US06613917B1

Reaction notes

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