5-(2-Fluoro-4-iodo-phenylamino)-imidazo[1,5-a]pyrazine-6-carboxylic acid → 5-(4-Bromo-2-fluorophenylamino)imidazo[1,5-a]pyrazine-6-carboxylic acid

HRID 1500738Notes

Reaction equation

HRID 1500738 reaction equation
FC1C=C(I)C=CC=1NC1N2C=NC=C2C=NC=1C(O)=O.C[O:23][C:24]([C:26]1[N:27]=[CH:28][C:29]2[N:30]([CH:41]=[N:42][CH:43]=2)[C:31]=1[NH:32][C:33]1[CH:38]=[CH:37][C:36]([Br:39])=[CH:35][C:34]=1[F:40])=[O:25]>>[Br:39][C:36]1[CH:37]=[CH:38][C:33]([NH:32][C:31]2[N:30]3[CH:41]=[N:42][CH:43]=[C:29]3[CH:28]=[N:27][C:26]=2[C:24]([OH:25])=[O:23])=[C:34]([F:40])[CH:35]=1

Participants

3

Reactant 2

HCID 591401265-(2-Fluoro-4-iodo-phenylamino)-imidazo[1,5-a]pyrazine-6-carboxylic acidHCID 591401755-(4-Bromo-2-fluoro-phenylamino)-imidazo[1,5-a]pyrazine-6-carboxylic acid methyl ester

Product 1

HCID 591401205-(4-Bromo-2-fluorophenylamino)imidazo[1,5-a]pyrazine-6-carboxylic acid

Procedure

The desired compound was prepared in an analogous fashion to 5-(2-fluoro-4-iodo-phenylamino)-imidazo[1,5-a]pyrazine-6-carboxylic acid, using 5-(4-bromo-2-fluoro-phenylamino)-imidazo[1,5-a]pyrazine-6-carboxylic acid methyl ester as the starting material. LCMS (method D1): RT=0.713 min, [M+H]+=351/353.

Sources & evidence

ORD record
ord-3473a6a6d7be408ca53a2d370e903fd4
Source dataset
uspto-grants-2015_12
Patent number
US09206174B2

Reaction notes

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