HCID 67155817, compound → HCID 67155722, compound

HRID 2196685Notes

Reaction equation

[F:1][C:2]1[C:29]([NH:30][S:31]([CH2:34][CH2:35][CH3:36])(=[O:33])=[O:32])=[CH:28][CH:27]=[C:26]([F:37])[C:3]=1[C:4]([NH:6][C:7]1[CH:8]=[C:9]2[CH:15]=[C:14](I)[N:13](S(C3C=CC=CC=3)(=O)=O)[C:10]2=[N:11][CH:12]=1)=[O:5].FC1C(NS(CCC)(=O)=O)=CC=C(F)C=1[C:41]([NH:43]C1C=C2C(I)=CN(S(C3C=CC=CC=3)(=O)=O)C2=NC=1)=O>>[C:41]([C:14]1[NH:13][C:10]2=[N:11][CH:12]=[C:7]([NH:6][C:4](=[O:5])[C:3]3[C:26]([F:37])=[CH:27][CH:28]=[C:29]([NH:30][S:31]([CH2:34][CH2:35][CH3:36])(=[O:33])=[O:32])[C:2]=3[F:1])[CH:8]=[C:9]2[CH:15]=1)#[N:43]

Participants

Reactant 2

HCID 67155817HCID 67155817, compound

HCID 67155879HCID 67155879, compound

Product 1

HCID 67155722HCID 67155722, compound

Procedure

N-(2-Cyano-1H-pyrrolo[2,3-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide was prepared following Example 17 substituting 2,6-difluoro-N-(2-iodo-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-3-(propylsulfonamido)benzamide for 2,6-difluoro-N-(3-iodo-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-3-(propylsulfonamido)benzamide. 1H NMR (400 MHz, d6-DMSO) δ 12.98 (br s, 1H), 11.08 (s, 1H), 9.80 (br s, 1H), 8.60 (s, 2H), 7.59-7.52 (m, 1H), 7.43 (s, 1H), 7.30-7.24 (m, 1H), 3.15-3.09 (m, 2H), 1.80-1.73 (m, 2H), 1.02-0.97 (m, 3H); m/z (APCI-neg) M−1=418.1.

Sources & evidence

ORD record: ord-468da06951f94f1fb6b1e85868d9cefb
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08338452B2

Reaction notes

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