2-chloro-N,N-dimethylacetamide → (S)-tert-butyl (4-cyano-2,3-dihydro-1H-inden-1-yl)(2-(dimethylamino)-2-oxoethyl)carbamate

HRID 1053770Notes

Reaction equation

HRID 1053770 reaction equation
[C:1]([C:3]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:4]=1[CH2:5][CH2:6][C@@H:7]2[NH:12][C:13](=[O:19])[O:14][C:15]([CH3:18])([CH3:17])[CH3:16])#[N:2].Cl[CH2:21][C:22]([N:24]([CH3:26])[CH3:25])=[O:23]>>[C:1]([C:3]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:4]=1[CH2:5][CH2:6][C@@H:7]2[N:12]([CH2:21][C:22]([N:24]([CH3:26])[CH3:25])=[O:23])[C:13](=[O:19])[O:14][C:15]([CH3:16])([CH3:18])[CH3:17])#[N:2]

Participants

3

Reactant 2

HCID 758862-chloro-N,N-dimethylacetamideHCID 67312959Carbamic acid, N-[(1S)-4-cyano-2,3-dihydro-1H-inden-1-yl]-, 1,1-dimethylethyl ester

Product 1

HCID 67207295(S)-tert-butyl (4-cyano-2,3-dihydro-1H-inden-1-yl)(2-(dimethylamino)-2-oxoethyl)carbamate

Procedure

(S)-tert-butyl (4-cyano-2,3-dihydro-1H-inden-1-yl)(2-(dimethylamino)-2-oxoethyl)carbamate INT-60 was prepared analogously to INT-59 from (S)-tert-butyl 4-cyano-2,3-dihydro-1H-inden-1-ylcarbamate INT-53 and 2-chloro-N,N-dimethylacetamide.

Sources & evidence

ORD record
ord-189eaab6eaee4f3a84fe31fd32a242ba
Source dataset
uspto-grants-2016_07
Patent number
US09394264B2

Reaction notes

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