Tert-butyl 3-oxopiperazine-1-carboxylate → 4-[3-(1-Tert-butoxycarbonyl-piperidin-4-yl)-propyl]-3-oxo-piperazine-1-carboxylic acid benzyl ester

HRID 1432926Notes

Reaction equation

HRID 1432926 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][NH:11][C:10](=[O:14])[CH2:9]1)=[O:7])([CH3:4])(C)C.[C:15]([O:19][C:20]([N:22]1[CH2:27][CH2:26][CH:25]([CH2:28][CH2:29][CH2:30]Br)[CH2:24][CH2:23]1)=[O:21])([CH3:18])([CH3:17])[CH3:16].BrC[C:34]1[CH:43]=[C:42]2C(C(Cl)=NC=N2)=[CH:36][CH:35]=1>>[CH2:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([CH2:30][CH2:29][CH2:28][CH:25]2[CH2:26][CH2:27][N:22]([C:20]([O:19][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:21])[CH2:23][CH2:24]2)[C:10](=[O:14])[CH2:9]1)=[O:7])[C:4]1[CH:42]=[CH:43][CH:34]=[CH:35][CH:36]=1

Participants

4

Reactant 3

HCID 3157178Tert-butyl 3-oxopiperazine-1-carboxylateHCID 18409081tert-Butyl 4-(3-bromopropyl)piperidine-1-carboxylateHCID 219419157-(Bromomethyl)-4-chloroquinazoline

Product 1

HCID 544359914-[3-(1-Tert-butoxycarbonyl-piperidin-4-yl)-propyl]-3-oxo-piperazine-1-carboxylic acid benzyl ester

Procedure

The title compound is prepared as described in EXAMPLE 72, Part A, substituting 3-oxopiperazine-1-carboxylic acid benzyl ester for 3-oxopiperazine-1-carboxylic acid tert-butyl ester and 4-(3-bromopropyl)-piperidine-1-carboxylic acid tert-butyl ester for 7-bromomethyl-4-chloroquinazoline. The title compound is obtained as a white foam. 1H NMR (CDCl3, 300 MHz) δ7.38 (m, 5H), 5.12 (s, 2H), 4.18 (m, 4H), 3.73 (m, 2H), 3.33 (m, 4H), 2.66 (m, 2H), 1.58 (m, 6H), 1.42 (s, 9H), 1.38 (m, 3H).

Workup

  1. customThe title compound is prepared

Sources & evidence

ORD record
ord-723f3f49ff624205999200b825f26884
Source dataset
uspto-grants-2009_11
Patent number
US07612075B2

Reaction notes

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