HCID 59898565, compound → HCID 66924261, compound

HRID 1362836Notes

Reaction equation

C(OC(N1CCC(NC2CCNCC2)CC1)=O)(C)(C)C.[C:21]([O:25][C:26]([N:28]1[CH2:33][CH2:32][CH:31]([N:34]([CH2:40][CH:41]2[CH2:45][CH2:44][N:43](C(OCC3C=CC=CC=3)=O)[CH2:42]2)[CH2:35][CH2:36][N:37]([CH3:39])[CH3:38])[CH2:30][CH2:29]1)=[O:27])([CH3:24])([CH3:23])[CH3:22]>>[C:21]([O:25][C:26]([N:28]1[CH2:29][CH2:30][CH:31]([N:34]([CH2:35][CH2:36][N:37]([CH3:39])[CH3:38])[CH2:40][CH:41]2[CH2:45][CH2:44][NH:43][CH2:42]2)[CH2:32][CH2:33]1)=[O:27])([CH3:24])([CH3:23])[CH3:22]

Participants

Reactant 2

HCID 59898565HCID 59898565, compound

HCID 66924295HCID 66924295, compound

Product 1

HCID 66924261HCID 66924261, compound

Procedure

The title compound was prepared by using the same procedure as described for the preparation of 4-(piperidin-4-ylamino)-piperidine-1-carboxylic acid tert-butyl ester in Example 4, Step 1 except 4-[(1-benzyloxycarbonyl-pyrrolidin-3-ylmethyl)-(2-dimethylamino-ethyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester was used in place of 4-(1-benzyl-piperidin-4-ylamino)-piperidine-1-carboxylic acid tert-butyl ester. The title compound was obtained as light brown syrup. ESI MS m/z 355 (M+H+); 1H NMR (400 MHz, CDCl3) δ 4.15 (br s, 1H), 2.98 (d, J=7.5 Hz, 10.9 Hz, 1H), 2.90 (q, J=7.2 Hz, 1H), 2.71-2.50 (m, 6H), 2.40 (q, J=4.9 Hz, 1H), 2.31 (m, 3H), 2.22 (s, 3H), 2.20 (s, 3H), 1.87-1.59 (m, 8H), 1.44 (s, 9H), 1.35 (m 2H).

Workup

customThe title compound was prepared

Sources & evidence

ORD record: ord-186e269e46b943629f79dd753a79097e
Source dataset: uspto-grants-2011_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07884099B2

Reaction notes

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