2-Bromomethylnaphthalene → HCID 24970297, compound

HRID 1094055Notes

Reaction equation

[NH2:1][C:2]1[C:3]([C:25]#[N:26])=[C:4]([C:16]2[CH:21]=[C:20]([F:22])[CH:19]=[CH:18][C:17]=2[O:23][CH3:24])[C:5]2[C:10](=[O:11])[N:9]([CH3:12])[C:8](=[O:13])[N:7]([CH3:14])[C:6]=2[N:15]=1.Br[CH2:28][C:29]1[CH:38]=[CH:37][C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[CH:30]=1>>[NH2:26][CH2:25][C:3]1[C:2]([NH:1][CH2:28][C:29]2[CH:38]=[CH:37][C:36]3[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=3)[CH:30]=2)=[N:15][C:6]2[N:7]([CH3:14])[C:8](=[O:13])[N:9]([CH3:12])[C:10](=[O:11])[C:5]=2[C:4]=1[C:16]1[CH:21]=[C:20]([F:22])[CH:19]=[CH:18][C:17]=1[O:23][CH3:24]

Participants

Reactant 2

HCID 703202-Bromomethylnaphthalene

HCID 59353132HCID 59353132, compound

Product 1

HCID 24970297HCID 24970297, compound

Procedure

Compound 70 was prepared from 70a and 2-(bromomethyl)naphthalene, according to procedures described in the synthesis of Compound 56. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 3.21 (s, 3H) 3.54 (s, 3H) 3.67 (s, 3H) 4.69 (d, J=14.7 Hz 1H) 4.92 (d, J=14.7 Hz, 1H) 6.64 (dd, J=8.2, 2.9 Hz, 1H) 6.98 dd, J=4.3, 9.1 Hz, 1H) 7.03-7.11 (m, 1H) 7.37-7.42 (m, 1H) 7.44-7.50 (m, 1H) 7.69-7.86 (m, 5H). MS [m+H] calc'd C28H27FN5O3 450; found 450.

Sources & evidence

ORD record: ord-96ccb0c3728840cabe290b4c64399c7f
Source dataset: uspto-grants-2012_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08133898B2

Reaction notes

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