4-Amino-1-Boc-piperidine → HCID 59731964, compound

HRID 2378858Notes

Reaction equation

[NH2:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4][CH2:3]1.C[O:16][C:17](=O)[C@H:18]([NH:31][C:32]([O:34][CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)=[O:33])[CH2:19][C:20]1[C:21]([CH2:29]Cl)=[C:22]2[C:26](=[CH:27][CH:28]=1)[NH:25][N:24]=[CH:23]2>>[C:11]([O:10][C:8]([N:5]1[CH2:4][CH2:3][CH:2]([N:1]2[CH2:29][C:21]3[C:22]4[CH:23]=[N:24][NH:25][C:26]=4[CH:27]=[CH:28][C:20]=3[CH2:19][C@@H:18]([NH:31][C:32]([O:34][CH2:35][C:36]3[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=3)=[O:33])[C:17]2=[O:16])[CH2:7][CH2:6]1)=[O:9])([CH3:14])([CH3:13])[CH3:12]

Participants

Reactant 2

HCID 12682914-Amino-1-Boc-piperidine

HCID 59731903HCID 59731903, compound

Product 1

HCID 59731964HCID 59731964, compound

Procedure

4-Amino-1-N-Boc-piperidine (110 mg, 0.55 mmol) and 2-(R)-benzyloxycarbonylamino-3-(4-chloromethyl-1H-indazol-5-yl)-propionic acid methyl ester (150 mg, 0.34 mmol) was converted into the title compound in a manner analogous to the preparation of [9-(2,2-dimethyl-propyl)-8-oxo-3,6,7,8,9,10-hexahydro-2,3,9-triaza-(S)-cyclohepta[e]inden-7-yl]-acetic acid methyl ester. Crude product was obtained as a dark foam in quantitative yield. Material was carried forward without further purification. 1H NMR (300 MHz, CDCl3): δ=8.05 (m, 1H), 7.35 (m,6H), 7.15 (m, 1H), 6.27 (m, 1H), 5.28 (m, 1H), 5.15 (s, 2H), 4.87 (d, J=16.5, 1H), 4.63 (m, 1H), 4.47 (m, 1H), 4,24 (m, 1H), 3.99 (m, 1H), 3.49 (m, 1H), 3.04 (m, 1H), 2.83 (m, 2H), 2.63 (m, 1H), 1.90 (m, 1H), 1.74 (m, 2H), 1.58 (s, 9H). MS m/e (M−H)−=532.1.

Sources & evidence

ORD record: ord-e6f75b8f4c8f4df483a2e01b45f17374
Source dataset: uspto-grants-2008_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07470680B2

Reaction notes

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