Benzenemethanamine, 4-bromo-N,N-bis(2-chloroethyl)- (9CI) → HCID 11752728, compound

HRID 278308Notes

Reaction equation

HRID 278308 reaction equation
[CH2:1]([O:3][C:4](=[O:19])[CH2:5][S:6]([C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]#[CH:18])=[CH:11][CH:10]=1)(=[O:8])=[O:7])[CH3:2].[Br:20][C:21]1[CH:34]=[CH:33][C:24]([CH2:25][N:26]([CH2:30][CH2:31]Cl)[CH2:27][CH2:28]Cl)=[CH:23][CH:22]=1>>[CH2:1]([O:3][C:4]([C:5]1([S:6]([C:9]2[CH:10]=[CH:11][C:12]([O:15][CH2:16][C:17]#[CH:18])=[CH:13][CH:14]=2)(=[O:7])=[O:8])[CH2:28][CH2:27][N:26]([CH2:25][C:24]2[CH:33]=[CH:34][C:21]([Br:20])=[CH:22][CH:23]=2)[CH2:30][CH2:31]1)=[O:19])[CH3:2]

Participants

3

Reactant 2

HCID 17663Benzenemethanamine, 4-bromo-N,N-bis(2-chloroethyl)- (9CI)HCID 11219782HCID 11219782, compound

Product 1

HCID 11752728HCID 11752728, compound

Procedure

1-(4-Bromo-benzyl)-4-(4-prop-2-ynyloxy-benzenesulfonyl)-piperdine-4-carboxylic acid ethyl ester was prepared according to the general method as outlined in Example 1 (Step 6). Starting from (4-prop-2-ynyloxy-benzenesulfonyl)-acetic acid ethyl ester (21.62 g, 76.7 mmol) and (4-bromo-benzyl)-bis-(2-chloro-ethyl)-amine (31.9 g, 92 mmol), 23 g of the ester derivative was isolated. Yiel: (58%); yellow oil; MS: 521.9 (M+H)+.

Sources & evidence

ORD record
ord-ed0909c83bf043508c77e95f396e8997
Source dataset
uspto-grants-2002_03
Patent number
US06358980B1

Reaction notes

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