Hydrochloric Acid → HCID 21912326, compound

HRID 967977Notes

Reaction equation

[CH2:1]([CH:3]([NH:6][C:7]1[C:12]([N+:13]([O-])=O)=[C:11]([O:16][C:17]2[C:22]([CH3:23])=[CH:21][C:20]([CH3:24])=[CH:19][C:18]=2[CH3:25])[N:10]=[C:9]([CH3:26])[N:8]=1)[CH2:4][CH3:5])[CH3:2].Cl>>[CH2:1]([CH:3]([NH:6][C:7]1[C:12]([NH2:13])=[C:11]([O:16][C:17]2[C:22]([CH3:23])=[CH:21][C:20]([CH3:24])=[CH:19][C:18]=2[CH3:25])[N:10]=[C:9]([CH3:26])[N:8]=1)[CH2:4][CH3:5])[CH3:2]

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 21912366HCID 21912366, compound

Product 1

HCID 21912326HCID 21912326, compound

Procedure

The title compound was prepared by hydrogenation of (1-ethyl-propyl)-[2-methyl-5-nitro-6-(2,4,6-trimethyl-phenoxy)-pyrimidin-4-yl]-amine by the method analogous to that described in Example 93. 1H NMR (CDCl3) δ 6.88 (s, 2H), 4.52 (d, 1H), 4.10 (m, 1H), 2.94 (brs, 2H), 2.30 (s, 3H), 2.23 (s, 3H), 2.09 (s, 6H), 1.4-1.8 (m, 4H), 0.95 (t, 6H) ppm. The corresponding HCl salt, mp 248-250° C. 1H NMR (CD3OD) δ 6.91 (s, 2H), 4.00 (m, 1H), 2.39 (s, 3H), 2.28 (s, 3H), 2.07 (s, 6H), 1.6-1.8 (m, 4H), 1.00 (t, 6H) ppm.

Sources & evidence

ORD record: ord-c4409bb7f60447f49fdb60a69c015a43
Source dataset: uspto-grants-2005_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06956047B1

Reaction notes

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