tert-butyl N-(3-amino-2,2-dimethylpropyl)carbamate → N-(tert-butoxycarbonyl)-N'-[(5-isoquinolyl)sulfonyl]-2,2-dimethyl-1,3-propylenediamine

HRID 10598Notes

Reaction equation

HRID 10598 reaction equation
Cl.[CH:2]1[C:11]2[CH:10]=[CH:9][CH:8]=[C:7]([S:12](Cl)(=[O:14])=[O:13])[C:6]=2[CH:5]=[CH:4][N:3]=1.[C:16]([O:20][C:21]([NH:23][CH2:24][C:25]([CH3:29])([CH3:28])[CH2:26][NH2:27])=[O:22])([CH3:19])([CH3:18])[CH3:17]>>[C:16]([O:20][C:21]([NH:23][CH2:24][C:25]([CH3:29])([CH3:28])[CH2:26][NH:27][S:12]([C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:6]=1[CH:5]=[CH:4][N:3]=[CH:2]2)(=[O:14])=[O:13])=[O:22])([CH3:19])([CH3:18])[CH3:17]

Participants

3

Reactant 2

HCID 4114359tert-butyl N-(3-amino-2,2-dimethylpropyl)carbamateHCID 13116932Isoquinoline-5-sulfonyl chloride hydrochloride

Product 1

HCID 21979795N-(tert-butoxycarbonyl)-N'-[(5-isoquinolyl)sulfonyl]-2,2-dimethyl-1,3-propylenediamineYield 97.8%

Procedure

According to Reference Example 5, Step B, a reaction was performed by using isoquinoline-5-sulfonyl chloride hydrochloride (7.8 g) and Intermediate 56 (5.97 g) to obtain the title compound (11.36 g).

Sources & evidence

ORD record
ord-39fe4c2e1195477eb249df5a4f124b5a
Source dataset
uspto-grants-2006_08
Patent number
US07094789B2

Reaction notes

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