HCID 44223177, compound → HCID 67155679, compound

HRID 2196680Notes

Reaction equation

HRID 2196680 reaction equation
[F:1][C:2]1[C:23]([NH:24][S:25]([CH2:28][CH2:29][CH3:30])(=[O:27])=[O:26])=[CH:22][CH:21]=[C:20]([F:31])[C:3]=1[C:4]([NH:6][C:7]1[CH:8]=[C:9]2[CH:15]=[C:14]([C:16]#[C:17][CH2:18][OH:19])[NH:13][C:10]2=[N:11][CH:12]=1)=[O:5].CN(C)CC#CC1NC2=NC=C(NC(=O)C3C(F)=CC=C(NS(CCC)(=O)=O)C=3F)C=C2C=1>>[F:1][C:2]1[C:23]([NH:24][S:25]([CH2:28][CH2:29][CH3:30])(=[O:26])=[O:27])=[CH:22][CH:21]=[C:20]([F:31])[C:3]=1[C:4]([NH:6][C:7]1[CH:8]=[C:9]2[CH:15]=[C:14]([CH2:16][CH2:17][CH2:18][OH:19])[NH:13][C:10]2=[N:11][CH:12]=1)=[O:5]

Participants

3

Reactant 2

HCID 44223177HCID 44223177, compoundHCID 67156141HCID 67156141, compound

Product 1

HCID 67155679HCID 67155679, compound

Procedure

2,6-Difluoro-N-(2-(3-hydroxypropyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-3-(propylsulfonamido)benzamide was prepared according to the general procedure of Example 95 substituting 2,6-difluoro-N-(2-(3-hydroxyprop-1-ynyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-3-(propylsulfonamido)benzamide for N-(2-(3-(dimethylamino)prop-1-ynyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide. 1H NMR (400 MHz, CD3OD) δ 8.28-8.21 (m, 2H), 7.67-7.61 (m, 1H), 7.15-7.09 (m, 1H), 6.24 (s, 1H), 3.66-3.62 (m, 2H), 3.13-3.09 (m, 2H), 2.90-2.85 (m, 2H), 2.01-1.84 (m, 2H), 1.08-1.03 (m, 3H); m/z (APCI-pos) M+1=453.1.

Sources & evidence

ORD record
ord-f11188e802df4dbb9e6b115cb6165db4
Source dataset
uspto-grants-2012_12
Patent number
US08338452B2

Reaction notes

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