Benzyl Chloride → HCID 11392727, compound

HRID 749764Notes

Reaction equation

HRID 749764 reaction equation
C(OC([N:8]1[CH2:17][CH2:16][C:15]2[NH:14][N:13]=[C:12]([C:18]3[S:19][CH:20]=[CH:21][CH:22]=3)[C:11]=2[CH2:10][CH2:9]1)=O)(C)(C)C.S1C=CC=C1C(Cl)=O.[CH2:31](Cl)[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>>[CH2:31]([N:14]1[C:15]2[CH2:16][CH2:17][NH:8][CH2:9][CH2:10][C:11]=2[C:12]([C:18]2[S:19][CH:20]=[CH:21][CH:22]=2)=[N:13]1)[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1

Participants

4

Reactant 3

HCID 7503Benzyl ChlorideHCID 789282-Thiophenecarbonyl chlorideHCID 67269080HCID 67269080, compound

Product 1

HCID 11392727HCID 11392727, compound

Procedure

The title compound (28 mg) was prepared from 3-thiophen-2-yl-4,5,7,8-tetrahydro-1H-1,2,6-triaza-azulene-6-carboxylic acid tert-butyl ester as described in Example 103, using thiophene-2-carbonyl chloride (5 mmol) in place of 4-chlorobenzoyl chloride, and benzyl chloride (0.3 mmol) in place of 2-chloromethyl-thiophene. MS (ESI): exact mass calculated for C18H19N3S, 309.13; found, m/z 310.1 [M+H]+. 1H NMR (500 MHz, CD3OD): 7.27-7.01 (m, 8H), 5.28 (s, 2H), 3.26-3.24 (br m, 2H), 3.18-3.16 (br m, 2H), 3.11-3.09 (br m, 2H), 2.96-2.94 (br m, 2H).

Sources & evidence

ORD record
ord-dfe42ea68bb8423192589d5695ea0440
Source dataset
uspto-grants-2008_07
Patent number
US07402680B2

Reaction notes

Loading…