(3R)-(+)-3-(tert-Butoxycarbonylamino)pyrrolidine → 4-(piperazin-1-yl)-6,7,8,9-tetrahydro-5H-cyclohepta[d]pyrimidin-2-amine

HRID 2088719Notes

Reaction equation

HRID 2088719 reaction equation
CC1C=CC(S(O[C:12]2[C:13]3[CH2:23][CH2:22][CH2:21][CH2:20][C:19](C)(C)[C:14]=3[N:15]=[C:16]([NH2:18])[N:17]=2)(=O)=O)=CC=1.[NH:26]1[CH2:30]C[C@@H:28]([NH:31][C:32](=O)OC(C)(C)C)[CH2:27]1>>[N:26]1([C:12]2[C:13]3[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][C:14]=3[N:15]=[C:16]([NH2:18])[N:17]=2)[CH2:27][CH2:28][NH:31][CH2:32][CH2:30]1

Participants

3

Reactant 2

HCID 1514397(3R)-(+)-3-(tert-Butoxycarbonylamino)pyrrolidineHCID 866348802-amino-9,9-dimethyl-6,7,8,9-tetrahydro-5H-cyclohepta[d]pyrimidin-4-yl 4-methylbenzenesulfonate

Product 1

HCID 444668764-(piperazin-1-yl)-6,7,8,9-tetrahydro-5H-cyclohepta[d]pyrimidin-2-amine

Procedure

The title compound was prepared according to the procedure of Example 1E, substituting the product from Example 13C for the product of Example 1D and substituting piperazine for (R)-tert-butyl pyrrolidin-3-ylcarbamate. 1H NMR (300 MHz, CD3OD) δ 3.38 (m, 4H), 3.21 (, 4H), 2.74 (m, 2H), 2.62 (m, 2H), 1.86 (m, 2H), 1.57-1.71 (m, 4H). MS (DCI+) m/z 248 (M+H)+.

Sources & evidence

ORD record
ord-e9ab965c010e4a63bce4160fd8eb07a5
Source dataset
uspto-grants-2013_05
Patent number
US08436005B2

Reaction notes

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