HCID 69055020, compound → HCID 69055626, compound

HRID 2100595Notes

Reaction equation

[Cl:1]C1C2C(=O)N[C@H]3CN(C(OC(C)(C)C)=O)C[C@@H]3C=2C=CC=1.[Cl:23][C:24]1[C:33]2[C:32](=[O:34])[NH:31][C@@H:30]3[CH2:35][N:36](C(OC(C)(C)C)=O)[CH2:37][C@H:29]3[C:28]=2[CH:27]=[CH:26][CH:25]=1>>[ClH:1].[Cl:23][C:24]1[C:33]2[C:32](=[O:34])[NH:31][C@H:30]3[CH2:35][NH:36][CH2:37][C@@H:29]3[C:28]=2[CH:27]=[CH:26][CH:25]=1

Participants

Reactant 2

HCID 69055020HCID 69055020, compound

HCID 69060793HCID 69060793, compound

Product 1

HCID 69055626HCID 69055626, compound

Procedure

Following the procedure described in Example 23, Part K, (3aR,9bS)-tert-butyl 6-chloro-5-oxo-3,3a,4,5-tetrahydro-1H-pyrrolo[3,4-c]isoquinoline-2(9bH)-carboxylate, the first eluting compound from Part B above, was converted into the title compound of Example 27 as an off-white solid. 1H NMR (DMSO-D6): δ 10.03 (broad s, 1H), 9.80 (broad s, 1H), 8.87 (s, 1H), 7.55-7.45 (m, 2H), 7.22 (d, 1H), 3.92-3.84 (m, 1H), 3.63-3.53 (m, 1H), 3.50-3.42 (m, 1H), 3.32-3.22 (m, 1H), 3.20-3.05 (overlapping m, 2H). LRMS (ESI): 223.07/225.05 (M+H)+.

Sources & evidence

ORD record: ord-e654d18c48f54117aaec8ca7495b0ade
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07572805B2

Reaction notes

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