5-(2-Fluoro-4-(1-hydroxy-1-methylethyl)phenyl)-2-((6-formyl-2-pyridinyl)amino)-3-thiophenecarboxamide → 2-[(6-{[2-(2-Azaspiro[3.3]hept-2-yl)ethoxy]methyl}pyridin-2-yl)amino]-5-[2-fluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamide

HRID 385870Notes

Reaction equation

HRID 385870 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([C:8]([OH:11])([CH3:10])[CH3:9])[CH:5]=[CH:4][C:3]=1[C:12]1[S:16][C:15]([NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([CH:24]=[O:25])[N:19]=2)=[C:14]([C:26]([NH2:28])=[O:27])[CH:13]=1.BrC1N=C(CO[CH2:38][CH2:39][N:40]2[CH2:43][C:42]3([CH2:46][CH2:45][CH2:44]3)[CH2:41]2)C=CC=1>>[CH2:41]1[C:42]2([CH2:46][CH2:45][CH2:44]2)[CH2:43][N:40]1[CH2:39][CH2:38][O:25][CH2:24][C:20]1[N:19]=[C:18]([NH:17][C:15]2[S:16][C:12]([C:3]3[CH:4]=[CH:5][C:6]([C:8]([OH:11])([CH3:9])[CH3:10])=[CH:7][C:2]=3[F:1])=[CH:13][C:14]=2[C:26]([NH2:28])=[O:27])[CH:23]=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 595261585-(2-Fluoro-4-(1-hydroxy-1-methylethyl)phenyl)-2-((6-formyl-2-pyridinyl)amino)-3-thiophenecarboxamideHCID 595262672-{2-[(6-Bromopyridin-2-yl)methyoxy]ethyl}-2-azaspiro[3.3]heptane

Product 1

HCID 595261362-[(6-{[2-(2-Azaspiro[3.3]hept-2-yl)ethoxy]methyl}pyridin-2-yl)amino]-5-[2-fluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamide

Procedure

The title compound was prepared according to Example 251, Step 2 using 5-(2-fluoro-4-(1-hydroxy-1-methylethyl)phenyl)-2-((6-formyl-2-pyridinyl)amino)-3-thiophenecarboxamide (200 mg, 0.68 mmol) and 2-{2-[(6-bromopyridin-2-yl)methyoxy]ethyl}-2-azaspiro[3.3]heptane (211 mg, 0.68 mmol) as the starting materials.

Sources & evidence

ORD record
ord-c3a2828d64244581a0c6f4a99f3b963b
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

Loading…