HCID 67155706, compound → HCID 67155799, compound

HRID 2196683Notes

Reaction equation

[F:1][C:2]1[C:33]([NH:34][S:35]([CH2:38][CH2:39][CH3:40])(=[O:37])=[O:36])=[CH:32][CH:31]=[C:30]([F:41])[C:3]=1[C:4]([NH:6][C:7]1[CH:8]=[C:9]2[C:15]([C:16]#[C:17][CH2:18][O:19][CH3:20])=[CH:14][N:13](S(C3C=CC=CC=3)(=O)=O)[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:33]([NH:34][S:35]([CH2:38][CH2:39][CH3:40])(=[O:36])=[O:37])=[CH:32][CH:31]=[C:30]([F:41])[C:3]=1[C:4]([NH:6][C:7]1[CH:8]=[C:9]2[C:15]([CH2:16][CH2:17][CH2:18][O:19][CH3:20])=[CH:14][NH:13][C:10]2=[N:11][CH:12]=1)=[O:5]

Participants

Reactant 2

HCID 67155706HCID 67155706, compound

HCID 67156141HCID 67156141, compound

Product 1

HCID 67155799HCID 67155799, compoundYield 90%

Procedure

2,6-Difluoro-N-(3-(3-methoxypropyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-3-(propylsulfonamido)benzamide (90%) was prepared according to the general procedure for Example 95 substituting 2,6-difluoro-N-(3-(3-methoxyprop-1-ynyl)-1-(phenylsulfonyl)-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, DMSO-d6) δ 11.33 (br s, 1H), 10.83 (s, 1H), 9.79 (br s, 1H), 8.47-8.38 (m, 2H), 7.51-7.57 (m, 1H), 7.24-7.28 (m, 2H), 4.45-4.48 (m, 1H), 3.44-3.49 (m, 2H), 3.11-3.15 (m, 2H), 2.68-2.72 (m, 2H), 1.75-1.81 (m, 4H), 0.98-1.02 (m, 3H); m/z (APCI-pos) M+1=451.2.

Sources & evidence

ORD record: ord-5a90520843e14d05b2b16a6267bcc8e2
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08338452B2

Reaction notes

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