2-Fluoroethylamine → 7-(3-Fluoro-4-(2-fluoroethylcarbamoyl)phenyl)-N-(2-fluoro-5-(2-(4-methylpiperazin-1-yl)benzylcarbamoyl)phenyl)imidazo[1,2-a]pyridine-3-carboxamide

HRID 335301Notes

Reaction equation

[F:1][C:2]1[CH:11]=[C:10]([C:12]2[CH:17]=[CH:16][N:15]3[C:18]([C:21](=[O:47])[NH:22][C:23]4[CH:28]=[C:27]([C:29](=[O:45])[NH:30][CH2:31][C:32]5[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=5[N:38]5[CH2:43][CH2:42][N:41]([CH3:44])[CH2:40][CH2:39]5)[CH:26]=[CH:25][C:24]=4[F:46])=[CH:19][N:20]=[C:14]3[CH:13]=2)[CH:9]=[CH:8][C:3]=1[C:4](OC)=[O:5].[F:48][CH2:49][CH2:50][NH2:51]>>[F:1][C:2]1[CH:11]=[C:10]([C:12]2[CH:17]=[CH:16][N:15]3[C:18]([C:21]([NH:22][C:23]4[CH:28]=[C:27]([C:29](=[O:45])[NH:30][CH2:31][C:32]5[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=5[N:38]5[CH2:39][CH2:40][N:41]([CH3:44])[CH2:42][CH2:43]5)[CH:26]=[CH:25][C:24]=4[F:46])=[O:47])=[CH:19][N:20]=[C:14]3[CH:13]=2)[CH:9]=[CH:8][C:3]=1[C:4](=[O:5])[NH:51][CH2:50][CH2:49][F:48]

Participants

Reactant 2

HCID 99962-Fluoroethylamine

HCID 71283699Methyl 2-fluoro-4-(3-(2-fluoro-5-(2-(4-methylpiperazin-1-yl)benzylcarbamoyl)phenylcarbamoyl)imidazo[1,2-a]pyridin-7-yl)benzoate

Product 1

HCID 715064287-(3-Fluoro-4-(2-fluoroethylcarbamoyl)phenyl)-N-(2-fluoro-5-(2-(4-methylpiperazin-1-yl)benzylcarbamoyl)phenyl)imidazo[1,2-a]pyridine-3-carboxamide

Procedure

The title compound was prepared from methyl 2-fluoro-4-(3-(2-fluoro-5-(2-(4-methylpiperazin-1-yl)benzylcarbamoyl)phenylcarbamoyl)imidazo[1,2-a]pyridin-7-yl)benzoate (step) and 2-fluoroethanamine analogously Example 8.1 steps 1 and 2; LC-MS: Rt 0.74 mins; MS m/z 670/671 {M+H}+; Method 2minLC_v003

Sources & evidence

ORD record: ord-d51a69d676264d63ba14d5fb83c6694a
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08883819B2

Reaction notes

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