2-chloro-N,N-diethyl-4-methylbenzamide → HCID 11666236, compound

HRID 2100600Notes

Reaction equation

HRID 2100600 reaction equation
[Cl:1][C:2]1[C:11]2[C:10](=[O:12])[NH:9][C@H:8]3[CH2:13][N:14](C(OC(C)(C)C)=O)[CH2:15][C@@H:7]3[C:6]=2[CH:5]=[C:4]([CH3:23])[CH:3]=1.ClC1C=C(C)C=CC=1C(N(CC)CC)=O>>[ClH:1].[Cl:1][C:2]1[C:11]2[C:10](=[O:12])[NH:9][C@H:8]3[CH2:13][NH:14][CH2:15][C@@H:7]3[C:6]=2[CH:5]=[C:4]([CH3:23])[CH:3]=1

Participants

3

Reactant 2

HCID 8858472-chloro-N,N-diethyl-4-methylbenzamideHCID 69053090HCID 69053090, compound

Product 1

HCID 11666236HCID 11666236, compound

Procedure

Following the procedure described in Example 23, Part K, (3aR,9bS)-tert-butyl 6-chloro-5-oxo-8-methyl-3,3a,4,5-tetrahydro-1H-pyrrolo[3,4-c]isoquinoline-2(9bH)-carboxylate, the first eluting compound from Part C above, was converted into the title compound of Example 37 as an off-white solid. 1H NMR (CD3OD): δ 7.26 (s, 1H), 6.93 (s, 1H), 4.06-4.02 (m, 1H), 3.73-3.67 (m, 2H), 3.40-3.34 (m, 2H), 3.30-3.25 (m, 1H), 2.39 (s, 3H). LRMS (ESI): 237.1/239.1 (M+H)+.

Sources & evidence

ORD record
ord-690bb124913b45ac9f5da0f6801f7bce
Source dataset
uspto-grants-2009_08
Patent number
US07572805B2

Reaction notes

Loading…