tert-Butyl piperazine-1-carboxylate → HCID 59489847, compound

HRID 1808058Notes

Reaction equation

HRID 1808058 reaction equation
CS(O[CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([NH:14][C:15]2[N:24]=[CH:23][C:22]3[CH2:21][CH:20]([C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=4[C:31]([F:34])([F:33])[F:32])[C:19]4[CH:35]=[CH:36][CH:37]=[CH:38][C:18]=4[C:17]=3[N:16]=2)=[CH:10][CH:9]=1)(=O)=O.[C:39]([N:46]1[CH2:51][CH2:50][NH:49][CH2:48][CH2:47]1)([O:41][C:42]([CH3:45])([CH3:44])[CH3:43])=[O:40]>C(N(CC)CC)C>[F:34][C:31]([F:32])([F:33])[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=1[CH:20]1[C:19]2[CH:35]=[CH:36][CH:37]=[CH:38][C:18]=2[C:17]2[N:16]=[C:15]([NH:14][C:11]3[CH:10]=[CH:9][C:8]([CH2:7][CH2:6][N:49]4[CH2:48][CH2:47][N:46]([C:39]([O:41][C:42]([CH3:45])([CH3:44])[CH3:43])=[O:40])[CH2:51][CH2:50]4)=[CH:13][CH:12]=3)[N:24]=[CH:23][C:22]=2[CH2:21]1

Participants

4

Reactant 2

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 86645589HCID 86645589, compound

Product 1

HCID 59489847HCID 59489847, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

This was synthesized by using 4-(6-(2-(trifluoromethyl)phenyl)-5,6-dihydrobenzo[h]quinazolin-2-ylamino)phenethyl methanesulfonate, N-boc-piperazine and triethylamine as described in general procedure 2 to afford the desired product. M.p.=234-235° C. 1H NMR 400 MHz (DMSO-d6) δ 8.44 (d, J=7.6 Hz, 1 H), 8.18 (s, 1 H), 7.72 (d, J=7.6 Hz, 1 H), 7.66 (d, J=8.0 Hz, 1 H), 7.46-7.34 (m, 3 H), 7.27-7.21 (m, 3 H), 7.15-7.13 (m, 2 H), 6.90 (d, J=7.6 Hz, 1 H), 4.81 (t, J=7.2 Hz, 1 H), 3.49-3.47 (m, 4 H), 3.23-3.18 (m, 1 H), 3.07-3.01 (m, 1 H), 2.83-2.79 (m, 2 H), 2.65-2.61 (m, 2 H), 1.48 (s, 9 H). LCMS 630 (M+H).

Workup

  1. customThis was synthesized

Sources & evidence

ORD record
ord-2ee4bb40e50d422697aae207ae378b7c
Source dataset
uspto-grants-2013_01
Patent number
US08357694B2

Reaction notes

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