Sodium hydride → (4R,9aR)-6-(2-Methoxy-ethoxy)-4-methyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester

HRID 11938

Reaction equation

HRID 11938 reaction equation
[C:1]([O:5][C:6](N1C[C@@H](C)N2[C@H](CC3C2=NC(Br)=CC=3)C1)=O)(C)(C)[CH3:2].[C:23]([O:27][C:28]([N:30]1[CH2:42][C@@H:41]([CH3:43])[N:40]2[C@H:32]([CH2:33][C:34]3[C:39]2=[N:38][C:37]([OH:44])=[CH:36][CH:35]=3)[CH2:31]1)=[O:29])([CH3:26])([CH3:25])[CH3:24].[H-].[Na+].COCCBr>>[C:23]([O:27][C:28]([N:30]1[CH2:42][C@@H:41]([CH3:43])[N:40]2[C@H:32]([CH2:33][C:34]3[C:39]2=[N:38][C:37]([O:44][CH2:2][CH2:1][O:5][CH3:6])=[CH:36][CH:35]=3)[CH2:31]1)=[O:29])([CH3:26])([CH3:24])[CH3:25]

Participants

5

Reactant 4

HCID 24758Sodium hydrideHCID 809722-Bromoethyl methyl etherHCID 86590113(4R,9aR)-6-bromo-4-methyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl esterHCID 178418747HCID 178418747, compound

Product 1

HCID 69556480(4R,9aR)-6-(2-Methoxy-ethoxy)-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 22 intermediate b), from (4R,9aR)-6-hydroxy-4-methyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester, sodium hydride and 2-bromoethyl methyl ether.

Sources & evidence

ORD record
ord-40073ed8883f49fdb37bae2621bbb1a1
Source dataset
uspto-grants-2006_08
Patent number
US07098337B2

Linked notes

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