7-Methoxy-1,2,3,4-tetrahydronaphthalen-1-amine → 3,6-diethyl-N-(7-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)pyrazin-2-amine

HRID 1612174Notes

Reaction equation

HRID 1612174 reaction equation
[CH2:1]([C:3]1[C:4](N[C@@H]2C3C(=CC=CC=3)C[C@@H]2O)=[N:5][C:6]([CH2:9][CH3:10])=[CH:7][N:8]=1)[CH3:2].[CH3:22][O:23][C:24]1[CH:33]=[C:32]2[C:27]([CH2:28][CH2:29][CH2:30][CH:31]2[NH2:34])=[CH:26][CH:25]=1>>[CH2:1]([C:3]1[C:4]([NH:34][CH:31]2[C:32]3[C:27](=[CH:26][CH:25]=[C:24]([O:23][CH3:22])[CH:33]=3)[CH2:28][CH2:29][CH2:30]2)=[N:5][C:6]([CH2:9][CH3:10])=[CH:7][N:8]=1)[CH3:2]

Participants

3

Reactant 2

HCID 139145927-Methoxy-1,2,3,4-tetrahydronaphthalen-1-amineHCID 58583341(1R,2S)-1-[(3,6-diethylpyrazin-2-yl)amino]-2,3-dihydro-1H-inden-2-ol

Product 1

HCID 221474653,6-diethyl-N-(7-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)pyrazin-2-amine

Procedure

Following the procedure for the preparation of (1R,2S)-1-[(3,6-diethylpyrazin-2-yl)amino]-2,3-dihydro-1H-inden-2-ol but substituting 7-methoxy-1,2,3,4-tetrahydronaphthalen-1-amine and making non-critical variations provided the title compound as a oil: 1H NMR (400 MHz, CDCl3) δ 7.67, 7.08, 6.92, 6.81, 5.42, 4.54, 3.75, 2.84-2.77, 2.68, 2.56, 2.10, 1.88, 1.36-1.27; (MS/CI) calcd for C19H25N3O+H 312.4, found 312.1.

Sources & evidence

ORD record
ord-4cd1de562ff0460dbdba4c0bcbe9bb09
Source dataset
uspto-grants-2006_01
Patent number
US06992087B2

Reaction notes

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