5-(2,4-dichlorophenyl)-N-[(1R,2S)-2-ethoxy-2,3-dihydro-1H-inden-1-yl]-3,6-diethylpyrazin-2-amine → HCID 58583402, compound

HRID 1612349Notes

Reaction equation

HRID 1612349 reaction equation
Cl[C:2]1C=C(Cl)C=C[C:3]=1C1N=C(CC)C(N[C@@H]2C3C(=CC=CC=3)C[C@@H]2OCC)=NC=1CC.[CH:32]1([C:35]2[N:40]=[C:39]([NH:41][C@@H:42]3[C:50]4[C:45](=[CH:46][CH:47]=[CH:48][CH:49]=4)[CH2:44][C@@H:43]3[OH:51])[C:38]([CH2:52][CH3:53])=[N:37][C:36]=2[C:54]2[CH:55]=[N:56][C:57]([N:61]([CH3:63])[CH3:62])=[CH:58][C:59]=2[CH3:60])[CH2:34][CH2:33]1>>[CH:32]1([C:35]2[N:40]=[C:39]([NH:41][C@@H:42]3[C:50]4[C:45](=[CH:46][CH:47]=[CH:48][CH:49]=4)[CH2:44][C@@H:43]3[O:51][CH2:2][CH3:3])[C:38]([CH2:52][CH3:53])=[N:37][C:36]=2[C:54]2[CH:55]=[N:56][C:57]([N:61]([CH3:63])[CH3:62])=[CH:58][C:59]=2[CH3:60])[CH2:34][CH2:33]1

Participants

3

Reactant 2

HCID 102170735-(2,4-dichlorophenyl)-N-[(1R,2S)-2-ethoxy-2,3-dihydro-1H-inden-1-yl]-3,6-diethylpyrazin-2-amineHCID 58583296HCID 58583296, compound

Product 1

HCID 58583402HCID 58583402, compound

Procedure

Following the procedure for the preparation of 5-(2,4-dichlorophenyl)-N-[(1R,2S)-2-ethoxy-2,3-dihydro-1H-inden-1-yl]-3,6-diethylpyrazin-2-amine but substituting (1R,2S)-1-({6-cyclopropyl-5-[6-(dimethylamino)-4-methylpyridin-3-yl]-3-ethylpyrazin-2-yl}amino)-2,3-dihydro-1H-inden-2-ol and making non-critical variations provided the title compound as a solid: 1H NMR (CDCl3) δ 0.81-1.19, 1.28-1.33, 2.67-2.73, 3.11-3.14, 3.42-3.51, 3.65-3.73, 4.32-4.35, 5.40-5.42, 5.72-5.75, 6.497.22-7.39, 8.19; MS (ESI+) for C28H35N5O m/z 458 (M+H)+.

Sources & evidence

ORD record
ord-f778eed63c1b407a9aa4c23f222b6708
Source dataset
uspto-grants-2006_01
Patent number
US06992087B2

Reaction notes

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