tert-butyl N-[(2-methylpropan-2-yl)oxycarbonyl]-N-(5-tributylstannyl-1,3-thiazol-2-yl)carbamate → 5-[4-[(3S)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylpropan-2-yl)pyrimidin-2-yl]-1,3-thiazol-2-amine

HRID 2353704Notes

Reaction equation

HRID 2353704 reaction equation
Cl[C:2]1[N:7]=[C:6]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][C@@H:9]2[CH3:14])[CH:5]=[C:4]([C:15]([S:18]([CH3:21])(=[O:20])=[O:19])([CH3:17])[CH3:16])[N:3]=1.CC(OC([N:29]([C:37]1[S:38][C:39]([Sn](CCCC)(CCCC)CCCC)=[CH:40][N:41]=1)C(=O)OC(C)(C)C)=O)(C)C>>[CH3:14][C@H:9]1[CH2:10][O:11][CH2:12][CH2:13][N:8]1[C:6]1[CH:5]=[C:4]([C:15]([S:18]([CH3:21])(=[O:20])=[O:19])([CH3:17])[CH3:16])[N:3]=[C:2]([C:39]2[S:38][C:37]([NH2:29])=[N:41][CH:40]=2)[N:7]=1

Participants

3

Reactant 2

HCID 59380135tert-butyl N-[(2-methylpropan-2-yl)oxycarbonyl]-N-(5-tributylstannyl-1,3-thiazol-2-yl)carbamateHCID 593802202-chloro-4-[(3S)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylpropan-2-yl)pyrimidine

Product 1

HCID 593799925-[4-[(3S)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylpropan-2-yl)pyrimidin-2-yl]-1,3-thiazol-2-amine

Procedure

The preparation of 2-chloro-4-[(3S)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylpropan-2-yl)pyrimidine and tert-butyl N-[(2-methylpropan-2-yl)oxycarbonyl]-N-(5-tributylstannyl-1,3-thiazol-2-yl)carbamate was described earlier.

Sources & evidence

ORD record
ord-93aa4936e2ef4ed09e91dcd7013704ea
Source dataset
uspto-grants-2010_07
Patent number
US07750003B2

Reaction notes

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