3-Chloro-2,5-dicyclopropylpyrazine → (1R,2S)-1-[(3,6-dicyclopropylpyrazin-2-yl)amino]-2,3-dihydro-1H-inden-2-ol

HRID 1612329Notes

Reaction equation

HRID 1612329 reaction equation
C(C1C([NH:11][C@@H:12]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH2:14][C@@H:13]2[OH:21])=NC(CC)=CN=1)C.Cl[C:23]1[C:24]([CH:32]2[CH2:34][CH2:33]2)=[N:25][CH:26]=[C:27]([CH:29]2[CH2:31][CH2:30]2)[N:28]=1>>[CH:32]1([C:24]2[C:23]([NH:11][C@@H:12]3[C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[CH2:14][C@@H:13]3[OH:21])=[N:28][C:27]([CH:29]3[CH2:31][CH2:30]3)=[CH:26][N:25]=2)[CH2:34][CH2:33]1

Participants

3

Reactant 2

HCID 221475303-Chloro-2,5-dicyclopropylpyrazineHCID 58583341(1R,2S)-1-[(3,6-diethylpyrazin-2-yl)amino]-2,3-dihydro-1H-inden-2-ol

Product 1

HCID 58583389(1R,2S)-1-[(3,6-dicyclopropylpyrazin-2-yl)amino]-2,3-dihydro-1H-inden-2-ol

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 3-chloro-2,5-dicyclopropylpyrazine and making non-critical variations provided the title compound as a solid: 1H NMR (CDCl3) δ 0.86-0.89, 2.00, 2.89, 3.11, 4.54, 5.17, 5.42, 6.22-6.24, 7.17-7.25, 7.64; MS (ESI+) for C19H21N3O m/z 308 (M+H)+.

Sources & evidence

ORD record
ord-3b62a1dcc25343ef8e326b33c4b6d7fc
Source dataset
uspto-grants-2006_01
Patent number
US06992087B2

Reaction notes

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