Lithium Hydroxide → HCID 57841397, compound

HRID 733625Notes

Reaction equation

HRID 733625 reaction equation
[CH:1]1([CH2:6][CH2:7][C:8]([N:10]([CH2:25][C:26]2[CH:31]=[CH:30][C:29]([C:32]#[C:33][C:34]3[CH:39]=[CH:38][C:37]([F:40])=[CH:36][CH:35]=3)=[CH:28][CH:27]=2)[CH:11]2[C:20]3[CH:19]=[C:18]([C:21]([O:23]C)=[O:22])[CH:17]=[CH:16][C:15]=3[CH2:14][CH2:13][CH2:12]2)=[O:9])[CH2:5][CH2:4][CH2:3][CH2:2]1.[Li+].[OH-]>>[CH:1]1([CH2:6][CH2:7][C:8]([N:10]([CH2:25][C:26]2[CH:27]=[CH:28][C:29]([C:32]#[C:33][C:34]3[CH:39]=[CH:38][C:37]([F:40])=[CH:36][CH:35]=3)=[CH:30][CH:31]=2)[CH:11]2[C:20]3[CH:19]=[C:18]([C:21]([OH:23])=[O:22])[CH:17]=[CH:16][C:15]=3[CH2:14][CH2:13][CH2:12]2)=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

3

Reactant 2

HCID 3939Lithium HydroxideHCID 57841331HCID 57841331, compound

Product 1

HCID 57841397HCID 57841397, compound

Procedure

The titled compound was prepared following the procedure F using methyl 8-((3-cyclopentylpropanoyl){4-[(4-fluorophenyl)ethynyl]benzyl}amino)-5,6,7,8-tetrahydro-2-naphthalenecarboxylate in the presence of LiOH as a white powder (87%). 1H NMR (MeOD, 300 MHz) δ 1.07 (m, 2H), 1.59-2.26 (m, 12H), 2.28 (qt, J=7.6 Hz, 1H), 2.48 (m, 1H), 2.61 (m, 1H), 2.83 (m, 2H), 4.21 (d, J=18.5 Hz, 0.6H), 4.64 (d, J=18.3 Hz, 0.4H), 4.80 (m, 1H), 5.29 (m, 0.4H) 5.95 (m, 0.6H), 7.10 (m, 3H), 7.24 (d, J=8.5 Hz, 2H), 7.38 (d, J=7.9 Hz, 1H), 7.55 (m, 3H), 7.70 (d, J=6.8 Hz, 1H), 7.80 (d, J=6.7 Hz. 1H) M− (ESI): 522.0; M+ (ESI): 524.1

Sources & evidence

ORD record
ord-5af20411cebd48e18f9ed4859152ab77
Source dataset
uspto-grants-2009_09
Patent number
US07589232B2

Reaction notes

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