tert-Butyl amino(piperidin-3-yl)acetate → HCID 59238977, compound

HRID 1949112Notes

Reaction equation

HRID 1949112 reaction equation
C([N:8]1[C:20]2[C:19]([O:21][CH2:22][CH2:23][CH2:24]Br)=[C:18]3[N:26](C(OC(C)(C)C)=O)[C:27]4[CH:28]=[CH:29][C:30]([Cl:33])=[CH:31][C:32]=4[C:17]3=[CH:16][C:15]=2[C:14]2[C:9]1=[CH:10][CH:11]=[C:12]([Cl:41])[CH:13]=2)(OC(C)(C)C)=O.C([CH:49]([NH2:56])[CH:50]1[CH2:55][CH2:54][CH2:53][NH:52][CH2:51]1)(OC(C)(C)C)=O>>[Cl:41][C:12]1[CH:13]=[C:14]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:20]1[C:19]([O:21][CH2:22][CH2:23][CH2:24][N:52]3[CH2:53][CH2:54][CH2:55][CH:50]([CH2:49][NH2:56])[CH2:51]3)=[C:18]3[NH:26][C:27]4[CH:28]=[CH:29][C:30]([Cl:33])=[CH:31][C:32]=4[C:17]3=[CH:16][C:15]2=1

Participants

3

Reactant 2

HCID 67211658tert-Butyl amino(piperidin-3-yl)acetateHCID 68651252HCID 68651252, compound

Product 1

HCID 59238977HCID 59238977, compoundYield 99%

Procedure

The title compound was prepared in a manner analogous to Example 70 except the staring material is 5,7-diBOC-2,10-dichloro-6-(3-bromopropoxy)indolo[2,3-b]carbazole and the reagent is 3-(Boc-aminomethyl)piperidine. The reaction can be completed at room temperature overnight 1H-NMR (400 MHz, CDCl3) δ ppm 9.76 (s, 2 H), 8.34 (s, 1 H), 8.08 (s, 2 H), 7.40-7.31 (m, 4 H), 4.35 (t, J=5.6 Hz, 2 H), 3.35-3.20 (m, 2 H), 2.89-2.75 (m, 2 H), 2.70-2.53 (m, 2 H), 2.18-1.71 (m, 9 H), 1.17-1.03 (m, 2 H); MS (ESI) m/z 493.2 (M−H)−; MS (ESI) m/z 495.1 (M+H)+

Workup

  1. customThe reaction

Sources & evidence

ORD record
ord-da42a7c728d942fda575fe9b433e0d8e
Source dataset
uspto-grants-2013_03
Patent number
US08399502B2

Reaction notes

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