HCID 69052100, compound → HCID 11601504, compound

HRID 2100614Notes

Reaction equation

[Cl:1]C1C2C(=O)N[C@H]3CN(C(OC(C)(C)C)=O)C[C@@H]3C=2C(C)=CC=1.[Cl:24][C:25]1[C:34]2[C:33](=[O:35])[NH:32][C@@H:31]3[CH2:36][N:37](C(OC(C)(C)C)=O)[CH2:38][C@H:30]3[C:29]=2[C:28]([CH3:46])=[CH:27][CH:26]=1>>[ClH:1].[Cl:24][C:25]1[C:34]2[C:33](=[O:35])[NH:32][C@H:31]3[CH2:36][NH:37][CH2:38][C@@H:30]3[C:29]=2[C:28]([CH3:46])=[CH:27][CH:26]=1

Participants

Reactant 2

HCID 69052100HCID 69052100, compound

HCID 69055168HCID 69055168, compound

Product 1

HCID 11601504HCID 11601504, compound

Procedure

Following the procedure described in Example 45, Part I, (3aR,9bS)-tert-butyl 6-chloro-9-methyl-5-oxo-3,3a,4,5-tetrahydro-1H-pyrrolo[3,4-c]isoquinoline-2(9bH)-carboxylate, the second eluting compound from Part B above, was converted into the title compound of Example 54 as a white solid. 1H NMR (DMSO-D6): δ 9.77 (broad s, 1H), 9.63 (broad s, 1H), 8.89 (s, 1H), 7.37 (d, 1H, J=8.2 Hz), 7.32 (d, 1H, J=8.2 Hz), 4.02-3.96 (m, 1H), 3.65-3.60 (m, 1H), 3.47-3.41 (m, 1H), 3.35-3.27 (m, 2H), 3.10-3.02 (m, 1H), 2.26 (s, 3H). LRMS (ESI): 237.2/239.2 (M+H)+.

Sources & evidence

ORD record: ord-8c226291c2ed41d89d6bdc553824dcf7
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07572805B2

Reaction notes

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