Ammonia → HCID 68766267, compound

HRID 2391594Notes

Reaction equation

[Si]([O:8][CH2:9][C:10]1[N:15]=[CH:14][C:13]2[N:16]=[CH:17][N:18]([C:19]3[S:23][C:22]([C:24]([O:26]C)=O)=[C:21]([O:28][CH:29]([C:34]4[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=4[Cl:40])[C:30]([F:33])([F:32])[F:31])[CH:20]=3)[C:12]=2[CH:11]=1)(C(C)(C)C)(C)C.[NH3:41]>CO>[Cl:40][C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][C:34]=1[CH:29]([O:28][C:21]1[CH:20]=[C:19]([N:18]2[C:12]3[CH:11]=[C:10]([CH2:9][OH:8])[N:15]=[CH:14][C:13]=3[N:16]=[CH:17]2)[S:23][C:22]=1[C:24]([NH2:41])=[O:26])[C:30]([F:32])([F:31])[F:33]

Participants

Conditions

Temperature: 125 °C

Procedure

A mixture of 470 mg of methyl 5-[6-({[tert-butyl(dimethyl)silyl]oxy}methyl)-1H-imidazo[4,5-c]pyridin-1-yl]-3-[1-(2-chlorophenyl)-2,2,2-trifluoroethoxy]thiophene-2-carboxylate and 40 ml of a saturated solution of ammonia in methanol is stirred in a microwave vial at 125° C. for 4 h in the microwave cavity. The reaction mixture is concentrated to dryness and the resulting residue is purified by flash chromatography (ethyl acetate/methanol, 90/10 (v/v)) to yield the title compound.

Workup

concentrationThe reaction mixture is concentrated to dryness
customthe resulting residue is purified by flash chromatography (ethyl acetate/methanol, 90/10 (v/v))

Sources & evidence

ORD record: ord-82c842e54e8945aab7e34773fcacefeb
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08273890B2

Reaction notes

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