Benzoyl chloride → HCID 59490486, compound

HRID 2383474Notes

Reaction equation

COC1C=CC(C[N:8]2[C:12]3[N:13]=[CH:14][C:15]4[CH2:16][CH2:17][NH:18][C:19]5[CH:25]=[CH:24][CH:23]=[CH:22][C:20]=5[C:21]=4[C:11]=3[CH:10]=[N:9]2)=CC=1.[C:28](Cl)(=[O:35])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>>[C:29]1([C:28]([N:18]2[C:19]3[CH:25]=[CH:24][CH:23]=[CH:22][C:20]=3[C:21]3[C:11]4[CH:10]=[N:9][NH:8][C:12]=4[N:13]=[CH:14][C:15]=3[CH2:16][CH2:17]2)=[O:35])[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

Participants

Reactant 2

HCID 7412Benzoyl chloride

HCID 136346385HCID 136346385, compound

Product 1

HCID 59490486HCID 59490486, compoundYield 19%

Procedure

The compound, 8-(phenylcarbonyl)-3,6,7,8-tetrahydropyrazolo[4′,3′:5,6]pyrido[3,4-d][1]benzazepine was prepared using 3-(4-methoxybenzyl)-3,6,7,8-tetrahydropyrazolo[4′,3′:5,6]pyrido[3,4-d][1]benzazepine and bezoyl chloride using the 2 step conditions described in general procedure R to give the desired product as a white solid (0.028 g, 19%). M.p.>150° C.; 1H NMR (CDCl3, 400 MHz) δ: 11.25 (brs, 1H), 8.15 (s, 1H), 8.09 (s, 1H), 7.84 (dd, J1=1.2 Hz, J2=8.0 Hz, 1H), 7.41 (m, 1H), 7.21-7.07 (m, 6H), 6.82 (d, J=7.2 Hz, 1H), 4.74 (m, 1H), 3.92 (m, 1H), 3.00 (m, 2H); LCMS [M+H]: 341.

Workup

customThe compound, 8-(phenylcarbonyl)-3,6,7,8-tetrahydropyrazolo[4′,3′:5,6]pyrido[3,4-d][1]benzazepine was prepared

Sources & evidence

ORD record: ord-e844aef030724e74a92eb9f4d47bcef3
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08263610B2

Reaction notes

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