(1R,2S)-1-{[5-(2,4-dichlorophenyl)-3,6-diethylpyrazin-2-yl]amino}-2,3-dihydro-1H-inden-2-ol → HCID 58583381, compound

HRID 1612264Notes

Reaction equation

HRID 1612264 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:10]=[C:11]([CH2:28][CH3:29])[C:12]([NH:17][C@@H:18]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH2:20][C@@H:19]2O)=[N:13][C:14]=1[CH2:15][CH3:16].Br[C:31]1N=C(CC)C(N[C@@H]2C3C(=CC=CC=3)C[C@@H]2CC)=N[C:36]=1CC>>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:10]=[C:11]([CH2:28][CH3:29])[C:12]([NH:17][C@@H:18]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH2:20][C@@H:19]2[CH2:31][CH3:36])=[N:13][C:14]=1[CH2:15][CH3:16]

Participants

3

Reactant 2

HCID 58583246(1R,2S)-1-{[5-(2,4-dichlorophenyl)-3,6-diethylpyrazin-2-yl]amino}-2,3-dihydro-1H-inden-2-olHCID 58631224HCID 58631224, compound

Product 1

HCID 58583381HCID 58583381, compound

Procedure

Following the procedure for the preparation of (1R,2S)-1-{[5-(2,4-dichlorophenyl)-3,6-diethylpyrazin-2-yl]amino}-2,3-dihydro-1H-inden-2-ol but substituting (+/−)-5-bromo-3,6-diethyl-N-[cis-2-ethyl-2,3-dihydro-1H-inden-1-yl]pyrazin-2-amine and making non-critical variations provided the title compound as a light yellow semi-solid. IR (liq.) 3452, 2965, 2934, 2874, 1589, 1566, 1551, 1495, 1470, 1392, 1377, 1203, 1175, 1101, 752 cm−1; OAMS supporting ions at: ESI+ 439.8; HRMS (FAB) calcd for C25H27CL2N3+H1 440.1660, found 440.1648. Anal. Calcd for C25H27Cl2N3: C, 68.18; H, 6.18; N, 9.54. Found: C, 68.33; H, 6.36; N, 9.30.

Sources & evidence

ORD record
ord-dbc8b9a2bf334ffca71574fb990459d9
Source dataset
uspto-grants-2006_01
Patent number
US06992087B2

Reaction notes

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