Bromomethylcyclopropane → HCID 69556990, compound

HRID 11958Notes

Reaction equation

C(OC([N:8]1[CH2:20][CH:19]([CH3:21])[N:18]2[CH:10]([CH2:11][C:12]3[C:17]2=[N:16][C:15]([CH:22]([OH:25])[CH2:23][CH3:24])=[CH:14][CH:13]=3)[CH2:9]1)=O)(C)(C)C.[CH:26]1([CH2:29]Br)[CH2:28][CH2:27]1>>[CH:26]1([CH2:29][O:25][CH:22]([C:15]2[N:16]=[C:17]3[C:12](=[CH:13][CH:14]=2)[CH2:11][C@H:10]2[N:18]3[C@H:19]([CH3:21])[CH2:20][NH:8][CH2:9]2)[CH2:23][CH3:24])[CH2:28][CH2:27]1

Participants

Reactant 2

HCID 81503Bromomethylcyclopropane

HCID 695573626-(1-hydroxy-propyl)-4-methyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester

Product 1

HCID 69556990HCID 69556990, compound

Procedure

(4R,9aR)-6-(1-(RS)-Cyclopropylmethoxy-propyl)-4-methyl-1,2,3,4,9,9a-hexahydro-2,4a,5-triaza-fluorene di-trifluoroacetate (32 mg) was made from 6-(1-hydroxy-propyl)-4-methyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester (52 mg), using cyclopropylmethyl bromide (29 μl) in place of methyl iodide, according to the procedures described in Example 63 to afford the product as a colorless oil. HPLC [Xterra; 50/80; 255 nm] 100%, 1.44 min; MS (ES) 302.1 (MH+).

Sources & evidence

ORD record: ord-57da838f35c74f14a87b06442b53cb79
Source dataset: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07098337B2

Reaction notes

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