HCID 69055164, compound → HCID 11630622, compound

HRID 2100615Notes

Reaction equation

HRID 2100615 reaction equation
[Cl:1]C1C2C(=O)N[C@H]3CN(C(OC(C)(C)C)=O)C[C@@H]3C=2C(CC)=CC=1.[Cl:25][C:26]1[C:35]2[C:34](=[O:36])[NH:33][C@@H:32]3[CH2:37][N:38](C(OC(C)(C)C)=O)[CH2:39][C@H:31]3[C:30]=2[C:29]([CH2:47][CH3:48])=[CH:28][CH:27]=1>>[ClH:1].[Cl:25][C:26]1[C:35]2[C:34](=[O:36])[NH:33][C@H:32]3[CH2:37][NH:38][CH2:39][C@@H:31]3[C:30]=2[C:29]([CH2:47][CH3:48])=[CH:28][CH:27]=1

Participants

3

Reactant 2

HCID 69055164HCID 69055164, compoundHCID 69057614HCID 69057614, compound

Product 1

HCID 11630622HCID 11630622, compound

Procedure

Following the procedure described in Example 45, Part I, (3aR,9bS)-tert-butyl 6-chloro-9-ethyl-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 56 as a white solid. 1H NMR (DMSO-D6): δ 9.77 (broad s, 1H), 9.61 (broad s, 1H), 8.84 (s, 1H), 7.32 (d, 1H, J=8.2 Hz), 7.27 (d, 1H, J=8.2 Hz), 3.93-3.86 (m, 1H), 3.60-3.53 (m, 1H), 3.33-3.20 (m, 3H), 3.04-2.96 (m, 1H), 2.47 (q, 2H, J=7.5 Hz), 1.05 (t, 3H, J=7.5 Hz). LRMS (ESI): 251.1/253.1 (M+H)+.

Sources & evidence

ORD record
ord-713e98dc3e304d5d84f27f9afc98a811
Source dataset
uspto-grants-2009_08
Patent number
US07572805B2

Reaction notes

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