5-(Cyclopropylmethoxy)pyridine-2-carboxylic acid → 5-Cyclopropylmethoxy-pyridine-2-carboxylic acid [3-((3aS,7S,7aS)-5-amino-7-methyl-3,3a,7,7a-tetrahydro-1H-2,4-dioxa-6-aza-inden-7-yl)-4-fluoro-phenyl]-amide

HRID 1950770Notes

Reaction equation

HRID 1950770 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([F:19])=[C:6]([C@:8]2([CH3:18])[C@@H:16]3[C@@H:12]([CH2:13][O:14][CH2:15]3)[O:11][C:10]([NH2:17])=[N:9]2)[CH:7]=1.[CH:20]1([CH2:23][O:24][C:25]2[CH:26]=[CH:27][C:28]([C:31](O)=[O:32])=[N:29][CH:30]=2)[CH2:22][CH2:21]1>>[NH2:17][C:10]1[O:11][C@H:12]2[C@@H:16]([C@:8]([C:6]3[CH:7]=[C:2]([NH:1][C:31]([C:28]4[CH:27]=[CH:26][C:25]([O:24][CH2:23][CH:20]5[CH2:22][CH2:21]5)=[CH:30][N:29]=4)=[O:32])[CH:3]=[CH:4][C:5]=3[F:19])([CH3:18])[N:9]=1)[CH2:15][O:14][CH2:13]2

Participants

3

Reactant 2

HCID 666918955-(Cyclopropylmethoxy)pyridine-2-carboxylic acidHCID 68158132(3aS,7S,7aS)-7-(5-amino-2-fluoro-phenyl)-7-methyl-3,3a,7,7a-tetrahydro-1H-2,4-dioxa-6-aza-inden-5-ylamine

Product 1

HCID 601488555-Cyclopropylmethoxy-pyridine-2-carboxylic acid [3-((3aS,7S,7aS)-5-amino-7-methyl-3,3a,7,7a-tetrahydro-1H-2,4-dioxa-6-aza-inden-7-yl)-4-fluoro-phenyl]-amide

Procedure

The coupling of (3aS,7S,7aS)-7-(5-amino-2-fluoro-phenyl)-7-methyl-3,3a,7,7a-tetrahydro-1H-2,4-dioxa-6-aza-inden-5-ylamine and 5-cyclopropylmethoxy-pyridine-2-carboxylic acid (prepared as described in Scott, J. et al., WO 2011/044181) following procedure G yielded the title compound as a colorless solid. MS: m/z=441.3 [M+H]+.

Sources & evidence

ORD record
ord-beae9a57f60d4d6b8dfa47af8d7d6a54
Source dataset
uspto-grants-2013_03
Patent number
US08404680B2

Reaction notes

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