2-Bromothiazole → N-[(3R,4S)-4-ethoxy-1-(1,3-thiazol-2-yl)pyrrolidin-3-yl]-3,6-diethyl-5-(6-methoxy-2-methylpyridin-3-yl)pyrazin-2-amine

HRID 1297304Notes

Reaction equation

[CH2:1]([O:3][C@H:4]1[CH2:8][N:7]([C:9]2N=C[CH:12]=[CH:11][N:10]=2)[CH2:6][C@H:5]1[NH:15][C:16]1[C:21]([CH2:22][CH3:23])=[N:20][C:19]([C:24]2[C:25]([CH3:32])=[N:26][C:27]([O:30][CH3:31])=[CH:28][CH:29]=2)=[C:18]([CH2:33][CH3:34])[N:17]=1)[CH3:2].BrC1[S:37]C=CN=1>>[CH2:1]([O:3][C@H:4]1[CH2:8][N:7]([C:9]2[S:37][CH:12]=[CH:11][N:10]=2)[CH2:6][C@H:5]1[NH:15][C:16]1[C:21]([CH2:22][CH3:23])=[N:20][C:19]([C:24]2[C:25]([CH3:32])=[N:26][C:27]([O:30][CH3:31])=[CH:28][CH:29]=2)=[C:18]([CH2:33][CH3:34])[N:17]=1)[CH3:2]

Participants

Reactant 2

HCID 764302-Bromothiazole

HCID 11374683N-[(3R,4S)-4-ethoxy-1-pyrimidin-2-ylpyrrolidin-3-yl]-3,6-diethyl-5-(6-methoxy-2-methylpyridin-3-yl)pyrazin-2-amine

Product 1

HCID 11408758N-[(3R,4S)-4-ethoxy-1-(1,3-thiazol-2-yl)pyrrolidin-3-yl]-3,6-diethyl-5-(6-methoxy-2-methylpyridin-3-yl)pyrazin-2-amine

Procedure

Following the procedure for the preparation of N-[(3R,4S)4-ethoxy-1-pyrimidin-2-ylpyrrolidin-3-yl]-3,6-diethyl-5-(6-methoxy-2-methylpyridin-3-yl)pyrazin-2-amine but substituting 2-bromo-1,3-thiazole provided the title compound as an amporphous solid:

Sources & evidence

ORD record: ord-f13a4b4be82049aea665586c55d66aaf
Source dataset: uspto-grants-2007_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07250418B2

Reaction notes

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