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

HRID 1612331Notes

Reaction equation

HRID 1612331 reaction equation
[CH2:1]([C:3]1[C:4]([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])=[N:5][C:6]([CH2:9]C)=[CH:7][N:8]=1)[CH3:2].Cl[C:23]1C(C2CC2)=NC=C(C)N=1>>[CH:1]1([C:3]2[C:4]([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:5][C:6]([CH3:9])=[CH:7][N:8]=2)[CH2:2][CH2:23]1

Participants

3

Reactant 2

HCID 221475313-Chloro-2-cyclopropyl-5-methylpyrazineHCID 58583341(1R,2S)-1-[(3,6-diethylpyrazin-2-yl)amino]-2,3-dihydro-1H-inden-2-ol

Product 1

HCID 58583348(1R,2S)-1-[(3-cyclopropyl-6-methylpyrazin-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-cyclopropyl-5-methylpyrazine and making non-critical variations provided the title compound as a solid: 1H NMR (CDCl3) δ 0.92-1.01, 1.25, 1.76, 2.36, 3.08, 3.24, 4.80, 5.38, 5.59, 7.22-7.49, 7.64; MS (ESI+) for C17H19N3O m/z 282 (M+H)+.

Sources & evidence

ORD record
ord-b0949b9552554d7d91b3f617559ca5be
Source dataset
uspto-grants-2006_01
Patent number
US06992087B2

Reaction notes

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