4-Isopropylaniline → HCID 178439244, compound

HRID 901924Notes

Reaction equation

[C:1]([C:3]1[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=1)#[N:2].[CH:9]([C:12]1[CH:18]=[CH:17][C:15]([NH2:16])=[CH:14][CH:13]=1)([CH3:11])[CH3:10].[K+].[Br-]>>[CH:9]([C:12]1[CH:18]=[CH:17][C:15]([NH:16][C:1]([C:3]2[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=2)=[NH:2])=[CH:14][CH:13]=1)([CH3:11])[CH3:10]

Participants

Reactant 3

HCID 74644-Isopropylaniline

HCID 75064-Cyanopyridine

HCID 253877Potassium Bromide

Product 1

HCID 178439244HCID 178439244, compoundYield 90.4%

Procedure

The title compound was prepared from 4-cyanopyridine (7.7 g, 74 mmol) and 4-isopropylaniline (10 g, 74 mmol) by following the procedure described in preparation 10 (16 g, yield 90.4%, mp 131-134 C, purity 96.43% by HPLC). 1H-NMR (DMSO): δ 1.20-1.22 (d, 6H), 2.82-2.87 (m, 1H), 6.54 (bs, 2H, D2O exchangeable), 6.8-6.82 (d, 2H), 7.18-7.2 (d, 2H), 7.89-7.9 (d, 2H), 8.65-8.67 (d, 2H). IR (KBr) cm−1: 3452, 3299, 3163, 2955, 1647, 1597. MS m/z:240.2 (M+).

Workup

customdescribed in preparation 10 (16 g, yield 90.4%, mp 131-134 C, purity 96.43% by HPLC)

Sources & evidence

ORD record: ord-74d8cfa56bf6490b9df770c22a54c924
Source dataset: uspto-grants-2008_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07365069B2

Reaction notes

Loading…