Phosphorus oxychloride → HCID 67513022, compound

HRID 1037569Notes

Reaction equation

[CH:1]1([C:4]2[C:12]([N:13]([CH2:18][CH2:19][CH2:20][N:21]3C(=O)C4C(=CC=CC=4)C3=O)[S:14]([CH3:17])(=[O:16])=[O:15])=[CH:11][C:10]3[C:6](=[C:7]([C:46]([NH:48][CH3:49])=[O:47])[N:8]([C:32]4[CH:37]=[CH:36][C:35]([NH:38][C:39]5[CH:44]=[CH:43][C:42]([F:45])=[CH:41][CH:40]=5)=[CH:34][CH:33]=4)[N:9]=3)[CH:5]=2)[CH2:3][CH2:2]1.O=P(Cl)(Cl)Cl>>[NH2:21][CH2:20][CH2:19][CH2:18][N:13]([S:14]([CH3:17])(=[O:15])=[O:16])[C:12]1[C:4]([CH:1]2[CH2:3][CH2:2]2)=[CH:5][C:6]2[C:10]([CH:11]=1)=[N:9][N:8]([C:32]1[CH:33]=[CH:34][C:35]([NH:38][C:39]3[CH:44]=[CH:43][C:42]([F:45])=[CH:41][CH:40]=3)=[CH:36][CH:37]=1)[C:7]=2[C:46]([NH:48][CH3:49])=[O:47]

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 69248953HCID 69248953, compound

Product 1

HCID 67513022HCID 67513022, compound

Conditions

Temperature: 130 °C

Procedure

A mixture of compound (iii) (10 mg crude, 0.02 mmol) and POCl3 (0.5 mL) was stirred at 130° C. for 3 h. The mixture was concentrated under pressure to give 3-[[2-(4-bromophenyl)-5-cyclopropyl-3-(methylcarbamoyl)indazol-6-yl]methylsulfonyl-amino]propane-1-sulfonyl chloride (iv) which was used directly without purification.

Workup

concentrationThe mixture was concentrated under pressure

Sources & evidence

ORD record: ord-4441566aafed401eb8073e4392dd9697
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08546389B2

Reaction notes

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