4-(N-Boc-amino)piperidine → 1-[4-[(3S)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylpropan-2-yl)pyrimidin-2-yl]piperidin-4-amine

HRID 2353675Notes

Reaction equation

HRID 2353675 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]([CH3:21])([S:17]([CH3:20])(=[O:19])=[O:18])[CH3:16])[N:3]=1.[NH:22]1[CH2:27][CH2:26][CH:25]([NH:28]C(=O)OC(C)(C)C)[CH2:24][CH2:23]1.C[C@H]1COCCN1C1C=C(CS(C)(=O)=O)N=C(N2CCC(N)CC2)N=1>>[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:17]([CH3:20])(=[O:19])=[O:18])([CH3:21])[CH3:16])[N:3]=[C:2]([N:22]2[CH2:27][CH2:26][CH:25]([NH2:28])[CH2:24][CH2:23]2)[N:7]=1

Participants

4

Reactant 3

HCID 7238334-(N-Boc-amino)piperidineHCID 593800761-[4-[(3S)-3-methylmorpholin-4-yl]-6-(methylsulfonylmethyl)pyrimidin-2-yl]piperidin-4-amineHCID 593802202-chloro-4-[(3S)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylpropan-2-yl)pyrimidine

Product 1

HCID 574277231-[4-[(3S)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylpropan-2-yl)pyrimidin-2-yl]piperidin-4-amine

Procedure

1-[4-[(3S)-3-methylmorpholin-4-yl]-6-(2-methylsulfonylpropan-2-yl)pyrimidin-2-yl]piperidin-4-amine was prepared from (3S)-4-{2-Chloro-6-[1-methyl-1-(methylsulfonyl)ethyl]pyrimidin-4-yl}-3-methylmorpholine and tert-butyl N-(4-piperidyl)carbamate in an analogous two step procedure to 1-[4-[(3S)-3-methylmorpholin-4-yl]-6-(methylsulfonylmethyl)pyrimidin-2-yl]piperidin-4-amine.

Sources & evidence

ORD record
ord-5aa03beb5de54383a8dd988db6916aa4
Source dataset
uspto-grants-2010_07
Patent number
US07750003B2

Reaction notes

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