Benzenemethanamine, 4-bromo-N,N-bis(2-chloroethyl)- (9CI) → HCID 11410214, compound

HRID 353518Notes

Reaction equation

HRID 353518 reaction equation
[CH2:1]([O:3][C:4](=[O:21])[CH2:5][S:6]([C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]#[C:18][CH2:19][CH3:20])=[CH:11][CH:10]=1)(=[O:8])=[O:7])[CH3:2].[Br:22][C:23]1[CH:36]=[CH:35][C:26]([CH2:27][N:28]([CH2:32][CH2:33]Cl)[CH2:29][CH2:30]Cl)=[CH:25][CH:24]=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]#[C:18][CH2:19][CH3:20])=[CH:13][CH:14]=2)(=[O:7])=[O:8])[CH2:30][CH2:29][N:28]([CH2:27][C:26]2[CH:35]=[CH:36][C:23]([Br:22])=[CH:24][CH:25]=2)[CH2:32][CH2:33]1)=[O:21])[CH3:2]

Participants

3

Reactant 2

HCID 17663Benzenemethanamine, 4-bromo-N,N-bis(2-chloroethyl)- (9CI)HCID 11449745HCID 11449745, compound

Product 1

HCID 11410214HCID 11410214, compound

Procedure

1-(4-Bromo-benzyl)-4-(4-pent-2-ynyloxy-benzenesulfonyl)-piperidine-4-carboxylic acid ethyl ester was prepared according to the general method as outlined in Example 1 (Step 6). Starting from (4-pent-2-ynyloxy-benzenesulfonyl)-acetic acid ethyl ester (4 g, 12.9 mmol) and (4-bromo-benzyl)-bis-(2-chloro-ethyl)-amine (5.83 g, 16.8 mmol, 2.85 g of the product was isolated. Yield 2.85 g (31%); low melting white solid; MS: 549.9 (M+H)+.

Workup

  1. customwas isolated

Sources & evidence

ORD record
ord-b11cdf157ab749b7a7b40677ced3b60d
Source dataset
uspto-grants-2004_06
Patent number
US06753337B2

Reaction notes

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