Ethyl Bromide → (4R,9aR)-6-Cyclopropylmethoxymethyl-7-ethoxymethyl-4-methyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester

HRID 1272151Notes

Reaction equation

HRID 1272151 reaction equation
Cl[C:2]1N=C2C(=C[C:14]=1OCC)C=C1N2C(C)CNC1.[C:19]([O:23][C:24]([N:26]1[CH2:38][C@@H:37]([CH3:39])[N:36]2[C@H:28]([CH2:29][C:30]3[C:35]2=[N:34][C:33]([CH2:40][O:41][CH2:42][CH:43]2[CH2:45][CH2:44]2)=[C:32]([CH2:46][OH:47])[CH:31]=3)[CH2:27]1)=[O:25])([CH3:22])([CH3:21])[CH3:20].[H-].[Na+].C(Br)C>>[C:19]([O:23][C:24]([N:26]1[CH2:38][C@@H:37]([CH3:39])[N:36]2[C@H:28]([CH2:29][C:30]3[C:35]2=[N:34][C:33]([CH2:40][O:41][CH2:42][CH:43]2[CH2:44][CH2:45]2)=[C:32]([CH2:46][O:47][CH2:2][CH3:14])[CH:31]=3)[CH2:27]1)=[O:25])([CH3:20])([CH3:21])[CH3:22]

Participants

5

Reactant 4

HCID 6332Ethyl BromideHCID 24758Sodium hydrideHCID 184559876-Chloro-7-ethoxy-4-methyl-1,2,3,4-tetrahydro-2,4a,5-triaza-fluoreneHCID 69359857(4R,9aR)-6-Cyclopropylmethoxymethyl-7-hydroxymethyl-4-methyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester

Product 1

HCID 69358724(4R,9aR)-6-Cyclopropylmethoxymethyl-7-ethoxymethyl-4-methyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester

Procedure

This compound was prepared in analogy to example 1, intermediate d) from (4R,9aR)-6-cyclopropylmethoxymethyl-7-hydroxymethyl-4-methyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester, sodium hydride and ethyl bromide.

Sources & evidence

ORD record
ord-50c0e27975fe4a8e9f5389cb5fc4cecf
Source dataset
uspto-grants-2007_04
Patent number
US07208494B2

Reaction notes

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