(4'-Butyl-biphenyl-3-yl)-hydrazine hydrochloride → HCID 178440735, compound

HRID 1690687Notes

Reaction equation

HRID 1690687 reaction equation
[NH:1]1[C:5]([C:6]2[CH:7]=[C:8]3[C:13](=[CH:14][CH:15]=2)[C:12](=O)[CH2:11][CH2:10][CH2:9]3)=[N:4][N:3]=[N:2]1.Cl.[CH2:18]([C:22]1[CH:27]=[CH:26][C:25]([C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([NH:34]N)[CH:29]=2)=[CH:24][CH:23]=1)[CH2:19][CH2:20][CH3:21]>>[CH2:18]([C:22]1[CH:27]=[CH:26][C:25]([C:28]2[CH:29]=[C:30]3[C:31]([C:11]4[CH2:10][CH2:9][C:8]5[CH:7]=[C:6]([C:5]6[NH:4][N:3]=[N:2][N:1]=6)[CH:15]=[CH:14][C:13]=5[C:12]=4[NH:34]3)=[CH:32][CH:33]=2)=[CH:24][CH:23]=1)[CH2:19][CH2:20][CH3:21]

Participants

3

Reactant 2

HCID 66904838(4'-Butyl-biphenyl-3-yl)-hydrazine hydrochlorideHCID 178515842HCID 178515842, compound

Product 1

HCID 178440735HCID 178440735, compound

Procedure

The 6-(1H-Tetrazol-5-yl)-3,4-dihydro-2H-naphthalen-1-one and (4′-Butyl-biphenyl-3-yl)-hydrazine hydrochloride (example 70, step 1) are reacted in the same manner and similar yield as example 1, step 3 except that the solid was washed with acetic acid rather than methanol. 1H NMR (400 MHz, d6-DMSO) δ 11.66 (s, 1H), 7.97 (m, 2H), 7.84 (d, J=8.9 Hz, 11H), 7.63 (m, 4H), 7.34 (d, J=8.2 Hz, 2H), 7.29 (d, J=8.1 Hz, 2H), 3.13 (t, J=7.5 Hz, 2H), 2.99 (t, J=7.6 Hz, 2H), 2.63 (m, 2H), 1.60 (m, 2H), 1.35 (m, 2H), 0.93 (t, J=7.3 Hz, 3H); LC/MS calculated for [M+H]+ C27H26N5: 420.5, found: 420.1.

Workup

  1. customsimilar yield as example 1, step 3 except that the solid
  2. washwas washed with acetic acid rather than methanol

Sources & evidence

ORD record
ord-346ae0224eea4540bd8f3f8fc2490a94
Source dataset
uspto-grants-2012_04
Patent number
US08153671B2

Reaction notes

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