Benzenesulfonamide, 4-amino-N,N-dimethyl- → HCID 178486141, compound

HRID 1484833Notes

Reaction equation

HRID 1484833 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]([CH3:13])[CH3:12])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[CH:14]1([C:17]2[CH:21]=[C:20]([NH:22][C:23]3[CH:28]=[CH:27][N:26]=[C:25](NC4C=C(S(N)(=O)=O)C=CC=4)[N:24]=3)[NH:19][N:18]=2)[CH2:16][CH2:15]1>>[CH:14]1([C:17]2[CH:21]=[C:20]([NH:22][C:23]3[CH:28]=[CH:27][N:26]=[C:25]([NH:1][C:2]4[CH:7]=[CH:6][C:5]([S:8]([N:11]([CH3:13])[CH3:12])(=[O:10])=[O:9])=[CH:4][CH:3]=4)[N:24]=3)[NH:19][N:18]=2)[CH2:16][CH2:15]1

Participants

3

Reactant 2

HCID 74369Benzenesulfonamide, 4-amino-N,N-dimethyl-HCID 1785147143-(4-(3-cyclopropyl-1H-pyrazol-5-ylamino)pyrimidin-2-ylamino)benzenesulfonamide

Product 1

HCID 178486141HCID 178486141, compoundYield 9.8%

Procedure

Compound 103 (25.0 mg, 9.8%) was prepared from 4-amino-N,N-dimethylbenzenesulfonamide as described in Compound 82 and purified by prep HPLC. LC-MS (m/z): 400.1 [M+H]+; 1H NMR (400 MHz, DMSO-d6): δ 0.69-0.73 (m, 2H), 0.91-0.96 (m, 2H), 1.86-1.90 (m, 1H), 2.58 (s, 6H), 6.28 (bs, 1H), 6.54 (bs, 1H), 7.60 (d, J=4.0 Hz, 2H), 8.04 (d, J=4.0 Hz, 3H), 9.66 (s, 2H), 12.08 (s, 1H).

Workup

  1. custompurified by prep HPLC

Sources & evidence

ORD record
ord-1bd71ea69d584002a1fae9639cc313c7
Source dataset
uspto-grants-2016_08
Patent number
US09422271B2

Reaction notes

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