Trimethylsilyldiazomethane → HCID 68427113, compound

HRID 1985950Notes

Reaction equation

[NH2:1][CH:2]([CH:6]1[CH2:11][CH:10]2[CH:8]([C:9]2([F:13])[F:12])[CH2:7]1)[C:3]([OH:5])=[O:4].[Si](C=[N+]=[N-])(C)(C)[CH3:15]>C(Cl)Cl.CO>[NH2:1][CH:2]([CH:6]1[CH2:7][CH:8]2[CH:10]([C:9]2([F:12])[F:13])[CH2:11]1)[C:3]([O:5][CH3:15])=[O:4]

Participants

Conditions

Temperature: 25 °C

Procedure

To a solution of amino(6,6-difluorobicyclo[3.1.0]hex-3-yl)acetic acid (1.0 g, 5.23 mmol) in CH2Cl2:MeOH (4:1) was added dropwise TMSCHN2 (10.5 mL) over 10 min at 0° C. until a neon yellow color persisted. The reaction mixture was allowed to warm to 25° C. over 19 h. The solvent was removed in vacuo to obtain methyl amino(6,6-difluorobicyclo[3.1.0]hex-3-yl)acetate as a light yellow oil (0.9 g, 84.11%). Mass Spectrum (−ESI): 206 (M+H)+.

Workup

customThe solvent was removed in vacuo

Sources & evidence

ORD record: ord-7e2df858ff7742dcbbf9863a585a9ca4
Source dataset: uspto-grants-2009_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07547725B2

Reaction notes

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